Tag: M.W=100-200

Application of 3984-14-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 3984-14-3, name is N,N-Dimethylsulfamide, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of ethyl 4-{[3-chloro-4-(trifluoromethyl)phenoxy]methyl}benzoate (Preparation 18, 125 mg, 0.35 mmol) in methanol (5.0 ml) was added water (2.0 ml_) followed by sodium hydroxide (140 mg, 3.5 mmol). The reaction mixture was heated to 55C for 18 hours, then cooled and diluted with EtOAc (50 ml_) and 2M HCI (50 ml_). The aqueous layer was separated and washed with EtOAc (2 x 50 ml_). The combined organics were dried over magnesium sulfate, filtered and concentrated in vacuo to yield 4-{[3-chloro-4-(trifluoromethyl)phenoxy]methyl}benzoic acid as an off-white solid (90 mg, 78% yield). This solid was dissolved in dichloromethane (3ml_) then EDCI (344 mg, 1 .79 mmol) and DMAP (88 mg, 0.70 mmol) were added, followed by the addition of N,N- dimethylsulfamide (86 mg, 0.70 mmol). The reaction was left to stir at room temperature for 2 hours. A solution of 2M HCI (10ml) was added and the mixture separated using a phase separation cartridge. The organics were dried in vacuo to yield a solid which was triturated with heptane:IPA (4:1 , 100 mL) and sonicated. The supernatant was decanted and the residue dried in vacuo to yield an off-white solid as the title compound (57 mg, 38% yield). 1 H NMR (400 MHz, CDCI3): delta 3.05 (s, 6H), 5.17 (s, 2H), 6.90 (m, 1 H), 7.10 (d, 1 H), 7.54 (d, 2H), 7.61 (d, 1 H), 7.86 (d, 2H), 8.51 (br s,1 H). LCMS Rt = 1 .56 minutes MS m/z 435 [M35CI-H]-

The chemical industry reduces the impact on the environment during synthesis N,N-Dimethylsulfamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER LIMITED; RAWSON, David James; STORER, Robert Ian; SWAIN, Nigel Alan; WO2013/88315; (2013); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 103-89-9, name is 4′-Methylacetanilide, A new synthetic method of this compound is introduced below., Recommanded Product: 4′-Methylacetanilide

1a as example: To a stirred suspension of N-(p-tolyl)acetamide 1a (75 mg, 0.5 mmol) and Selectfluor (213 mg, 0.6 mmol) in water (3.0 mL) was added HBr (40% aqueous, 0.08 mL, 0.55 mmol), and the mixture was stirred for 5 min at room temperature. After 1a was consumed, as indicated by TLC, the reaction mixture was quenched with saturated aqueous Na2S2O3 (2.0 mL) and water (20.0 mL), and extracted with CH2Cl2 (10.0 mL) three times. The residue obtained after evaporation of the solvent was purified by column chromatography on silica gel (petroleum ether-ethyl acetate = 6:1, v/v) to afford N-(2-bromo-4-methylphenyl)acetamide 2a as a white solid (108 mg, 95% yield).

The synthetic route of 103-89-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liang, Deqiang; Li, Xiangguang; Wang, Chaowu; Dong, Qishan; Wang, Baoling; Wang, Hai; Tetrahedron Letters; vol. 57; 48; (2016); p. 5390 – 5394;,
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Some common heterocyclic compound, 7150-72-3, name is tert-Butyl vinylcarbamate, molecular formula is C7H13NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Formula: C7H13NO2

General procedure: A 25 mL round bottom flask or 20 mL glass vial with a stir bar was charged with thiol (1.2 mmol) and enecarbamate or enamide (1.0 mmol) followed by the addition of water (5 mL, 0.2M). The reactions were stirred vigorously at room temperature for 18 hours. The aqueous reaction was extracted with EtOAc (3 x 20 mL). The organic layers were collected and dried with Na2SO4, filtered and the solvent evaporated to provide the crude product. The crude product was purified by column chromatography using hexanes/EtOAc in an increasing polarity up to 1:1 mixture. The fractions containing the desired product were concentrated to provide the desired thioethers.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7150-72-3, its application will become more common.

Reference:
Article; Barman, Eliezer; Hourezadeh; Lim, Daniel; Tetrahedron Letters; vol. 60; 34; (2019);,
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These common heterocyclic compound, 24243-71-8, name is Propane-1-sulfonamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Quality Control of Propane-1-sulfonamide

General procedure: Standard Procedure C for the Preparation of Thiazolidinyl Sulfonamides (0053) To a solution of 4-[2-(4-fluorophenyl)-4-oxo-1,3-thiazolidin-3-yl]-3-methylbenzoic acid in CH2Cl2 was added 4-(dimethylamino)pyridine (DMAP), sulfonamide, and N-ethyl-N?-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDCI ? HCl) at room temperature. After the reaction mixture was stirred for 16 h-20 h, it was diluted with CH2Cl2 and washed with 2 N HCl(aq) and brine. The organic layer was dried over MgSO4(s), filtered, and concentrated. The residue was purified to give the desired products. Step 2. 4-[2-(4-Fluorophenyl)-4-oxo-1, 3-thiazolidin-3-yl]-3-methyl-N-(propylsulfonyl)benzamide Following standard procedure C, 4-[2-(4-fluorophenyl)-4-oxo-1,3-thiazolidin-3-yl]-3-methylbenzoic acid (71.2 mg, 0.215 mmol), DMAP (65.7 mg, 0.538 mmol), EDCI ¡¤ HCl (82.4 mg, 0.430 mmol), 1-propanesulfonamide (35.4 mg, 0.258 mmol), and CH2Cl2 (4.0 mL) were used to carry out the reaction. After the reaction was stirred for 18 h and work-up, the residue was purified by column chromatography (5% MeOH in CH2Cl2) to give 4-[2-(4-fluorophenyl)-4-oxo-1,3-thiazolidin-3-yl]-3-methyl-N-(propylsulfonyl)-benzamide (54.8 mg, 58%) as a beige solid. 1H NMR (CDCl3, 300 MHz) delta 9.01 (br s, 1H), 7.61-7.45 (br, 2H), 7.33-7.28 (m, 2H), 6.95 (br t, 2H), 5.97 (br s, 1H), 4.00 (s, 2H), 3.49-3.44 (m, 2H), 2.17 (br s, 3H), 1.86 (sextet, 2H), 1.09 (t, 3H); LC-MS (ESI) m/z 437.2 [M+H]+.

The synthetic route of Propane-1-sulfonamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; National Health Research Institutes; Ueng, Shau-Hua; Yeh, Shiu-Hwa; Lin, Shu-Yu; Shih, Chuan; (329 pag.)US2017/253569; (2017); A1;,
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Electric Literature of 40545-33-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 40545-33-3, name is 2-Amino-5-methylbenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 14 N-(1,4-Dihydro-6-methyl-4-oxo-2-quinazolinyl)-4-methylbenzamide To a stirred mixture of 3 g of 2-amino-5-methylbenzamide and 200 ml of ether was added dropwise, a solution of 3.7 g of 4-methylbenzoyl isothiocyanate in 100 ml of ether over 30 minutes. After 24 hours the solid was collected, giving 6 g of N-[[[2-(aminocarbonyl)-4-methylphenyl]amino]thioxomethyl]-4-methylbenzamide.

The synthetic route of 2-Amino-5-methylbenzamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US5084457; (1992); A;,
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Related Products of 622-46-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 622-46-8, name is Phenyl carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of this phenyl carbamate (188 mg, 0.59 mmol) in toluene (3 ml) were added triethylamine (72 mg, 0.71 mmol) and 3-[4-(2-heptylaminoethyl)piperazin-1-yl]propanol (168 mg, 0.59 mmol) and the mixture was stirred at 80 C. for 3 hours. The reaction solution was diluted with water and extracted with chloroform. The organic layer was washed with water and a saturated sodium chloride solution successively, dried over anhydrous sodium sulfate and concentrated in vacuo. The resulting residue was purified by a silica gel column chromatography (silica gel 15 g, developing solvent; chloroform_methanol=40:1 10:1) to provide 249 mg (yield 83%) of N’-[2,4-bis(methylthio)-6-methyl-3-pyridyl]-N-heptyl-N-[2-[4-(3-hydroxypropyl)piperazin-1-yl]ethyl]urea as colorless oil. The same reaction and treatment as in Example 19 were conducted using this urea compound instead of N’-(2,6-diisopropylphenyl)-N-heptyl-N-[2-[4-(3-hydroxypropy 1)piperazin-1-yl]ethyl]urea, and the resulting compound was converted into its salt with hydrochloride in a conventional manner to provide the desired compound as colorless powdery crystals. Melting point: 208-210 C. IR (KBr) cm-1: 3421, 3258, 1658, 1562, 1494. 1H-NMR (d6-DMSO) delta: 0.87 (3H, t, J=6.8 Hz), 1.21-1.35 (8H, m), 1.50-1.66 (2H, m), 2.28 (2H, quint, J=6.6 Hz), 3.39 (6H, s), 2.45 (3H, s), 2.75-4.01 (18H, m), 6.88 (1H, s), 7.30-7.37 (2H, m), 7.63-7.68 (2H, m), 8.34 (1H, br s). Elementary analysis as: C32H48N6O2S3.2HCl Calculated: C, 53.54; H, 7.02; N, 11.71; S, 13.40; Cl, 9.88. Found: C, 53.35; H, 7.01; N, 11.63; S, 13.37; Cl, 9.88.

The synthetic route of Phenyl carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kowa Company, Ltd.; US6969711; (2005); B2;,
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Adding a certain compound to certain chemical reactions, such as: 148017-28-1, name is tert-Butyl sulfamoylcarbamate, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 148017-28-1, Computed Properties of C5H12N2O4S

(R)-(6-chloro-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methyl trifluoromethanesulfonate (3 g 9.0 mmol), Boc-sulfamide (1.95 g, 10 mmol), and acetone (45 mL) were placed in a 300 mL round-bottomed flask equipped with a nitrogen inlet and a magnetic stir bar. Potassium carbonate (5 g, 36 mmol) was added to the resulting mixture and stirred for 0.75 h. The progress of reaction was monitored by TLC analysis on silica gel plates using EtOAc/Heptane (1:1) as the eluent. The resulting mixture was filtered to remove the solid carbonate and the filtrate was evaporated under reduced pressure to yield (S)-tert-Butyl (6-chloro-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methyl(sulfamoyl) carbamate as an oily residue that solidified on standing at room temperature for 24 h.1H NMR (d6-DMSO): delta7.61 (s, 2H), 6.99 (d, J=1.6 Hz, 1H), 6.94-6.86 (m, 2H), 4.49-4.39 (m, 1H), 4.25 (dd, J1=2.3, J2=11.9 Hz, 1H), 4.07 (dd, J1=5.5, J2=11.9 Hz, 1H), 3.92 (dd, J1=7.0, J2=14.9 Hz, 1H), 3.79 (dd, J1=5.5, J2=14.9 Hz, 1H), 1.40 (s, 9H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl sulfamoylcarbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Abdel-Magid, Ahmed; Mehrman, Steven J.; Ferraro, Caterina; US2009/182141; (2009); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 4141-08-6, name is 2-Amino-N-methylbenzamide, A new synthetic method of this compound is introduced below., SDS of cas: 4141-08-6

General procedure: A flask was charged with 2-aminobenzamide (1a; 27.2 mg, 0.2 mmol), pentane-2,4-dione (2A;30.0 mg, 0.3 mmol), FeCl3¡¤6H2O (10.8 mg, 0.04 mmol), and PEG-400/H2O (1.0 mL, 1:9 (v/v)).The reaction was stirred at 100 C for 24 h. When the reaction was complete monitored by TLC,the mixture was cooled to room temperature, extracted with EtOAc (3¡Á20 mL). The combined organic phase was washed with water, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the product 3aA (29.3 mg, 91%) as white solid.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Shen, Guanshuo; Zhou, Haifeng; Sui, Yuebo; Liu, Qixing; Zou, Kun; Tetrahedron Letters; vol. 57; 5; (2016); p. 587 – 590;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 869494-16-6, name is tert-Butyl 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of tert-Butyl 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate

A mixture of 1-bromo-4-iodobenzene (0.500 g, 1.77 mmol), tert-butyl 3,6- diazabicyclo[3.1.1]heptane-6-carboxylate (0.491 g, 2.47 mmol), C52CO3(s) (1.15 g, 3.53 mmol), CuT (16.8 mg, 0.0884 mmol) and 2-isobutyrylcyclohexan-1-one (59.5 mg, 0.353 mmol) in DMF (1.5 mL) was sparged with Ar(g) for 5 mm, then stirred for 4 days at ambient temperature. The reaction mixture was treated with additional CuT (16.8 mg, 0.0884 mmol), then sparged with Ar(g) for 5 mm and stirred at 35 ¡ãC for 1 h. The mixture was partitioned between brine and MTBE. The organic layer was separated and washed with additional brine and saturated NH4C1(aq). The aqueous extracts were combined and back extracted with MTBE. The MTBE extracts were combined, then dried over anhydrous MgSO4(), filtered, and concentrated in vacuo. The crude residue was purified by silica chromatography (DCM as the eluent) to cleanly provide the title compound (190 mg, 30percent yield). MS (apci) m/z = 353.0 (M+1); 355.1 (M+2) with Br pattern.

The synthetic route of 869494-16-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; TANG, Tony P.; REN, Li; (668 pag.)WO2018/71447; (2018); A1;,
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Application of 198989-07-0, A common heterocyclic compound, 198989-07-0, name is tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate, molecular formula is C10H18N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 2.4: To a solution of 1?-(5-(4-acetamidopyridin-2-yl)pyrimidin-2-yl)spiro[cyclopropane-1 ,3?-indoline]- 6?-carboxylic acid (0.25 g, 0.62 mmol, 1 eq) in DMF (5 mL), the TBTU (0.24 g, 0.747 mmol, 1.2 eq), NMM (0.126 g, 1.25 mmoL, 2 eq) and 2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (0.123 g, 0.623 mmol, 1 eq) were added at RT. RM was then stirred at RT for 16 h. After completion of reaction,reaction mixture was quenched with ice water (40 mL) and a solid was precipitated out. The solid was filtered off and re-dissolved in EtOAc (50 mL). The EtOAc solution of the desired compound was washed with water (2 x 40 mL), brine (40 mL), dried over Na2SO4, filtered and evaporated under reduced pressure to get the crude product. The crude product was triturated with Et20-hexane (3 x) to afford tert-butyl 5-(1 (5-(4-acetamidopyridin-2-yl)pyrimidin-2-yl)spiro[cyclopropane-1 ,3-indolinj-6?-ylcarbonyl)-2,5-diazabicycle-[2.2.1]heptane-2-carboxylate (0.35 g, 96.9%) as white solid.

The synthetic route of 198989-07-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; NARDI, Antonio; JAKOB, Florian; KONETZKI, Ingo; CRAAN, Tobias; HESSLINGER, Christian; DOODEMAN, Robin; (0 pag.)WO2016/8593; (2016); A1;,
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