Author: Jessica.F

These common heterocyclic compound, 21440-97-1, name is 6-Bromo-4,4-dimethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-one, 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. Recommanded Product: 21440-97-1

EXAMPLE 8 6-(4-Chloro-phenyl)-4,4-dimethyl-1,4-dihydro-benzo[d][1,3]-oxazin-2-one Prepared according to Procedure A from 6-bromo-4,4-dimethyl -1,4-dihydro-benzo[d][1,3]oxazin-2-one and 4- chlorophenyl boronic acid. White solid: mp 255-257 C.; 1H-NMR (DMSO-d6) delta10.3 (s, 1H), 7.7 (d, 2H, J=8.52 Hz), 7.55 (m, 2H), 7.5 (d, 2H, J=8.52 Hz), 6.96 (d, 1H, J=8.52 Hz), 1.7 (s, 6H); MS (ESI) m/z 288 ([M+H]+, 70%); Anal. Calc. For C16H14CINO2: C, 66.79, H, 4.90, N, 4.87. Found: C, 66.34, H, 4.76, N, 4.75

The synthetic route of 6-Bromo-4,4-dimethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; Ligand Pharmaceuticals, Inc.; US6444668; (2002); B1;,
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227940-71-8, name is tert-Butyl 7-benzyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C19H28N2O2

(v) tert-Butyl 3,7-diazabicyclo[3.3.1]nonane-3-carboxylate The sub-title compound was prepared in quantitative yield according to the procedure described in step (iii) above, using tert-butyl 7-benzyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate (from step (iv) above) in place of 3,7-dibenzyl-3,7-diazabicyclo[3.3.1]nonane. 13C NMR in CDCl3: delta 28.05, 28.29, 31.33, 48.35, 49.11, 51.53, 79.34, 155.16

The synthetic route of 227940-71-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US6465481; (2002); B1;,
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Application of 144-80-9, These common heterocyclic compound, 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide, 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.

EXAMPLE 1N-^S-^-METHOXYPHENYLYTHIENObeta^-DJPYRIMIDINE^- YLAMINO)PHENYLSULFONYL)ACETAMIDE1H-NMR (CDC13/CD3OD/400 MHz): 8.63 (s, IH), 7.88 (d, J = 6.8 Hz, 2H), 7.51 (d, J = 8.9 Hz, 2H), 7.42 (d, J = 8.5 Hz, 2H), 7.34 (s, IH), 7.09 (d, J = 8.9 Hz, 2H), 3.90 (s, 3H), 1.91 (s, 3H).. MS (ES+, m/z): 455.1 (M++l, 100.0).

The synthetic route of 144-80-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUPERGEN, INC.; WO2008/128072; (2008); A2;,
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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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Related Products of 2618-96-4, 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. 2618-96-4, name is Dibenzenesulfonimide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In the open air, 2,4-diphenyloxazole (44 mg, 0.20 mmol),4-methyl-N-tosylbenzenesulfonamide (98 mg, 0.30 mmol, 1.5 eq),Iodobenzene diacetate (97 mg, 0.30 mmol, 1.5 eq),And 7.5 mg, 0.010 mmol, 5.0 mol%) of dichlorotris (2,2′-bipyridyl) ruthenium (II) hexahydrate [Ru (bpy) 3] Cl 2 .6 H 2 0) were charged into a test tube.The tubes were filled with nitrogen using the normal evacuate-refill cycle.1,2-Dichloroethane (DCE; 2 mL) was added to the tube,The mixture was stirred for 12 hours while irradiating the mixture with blue light at room temperature.The mixture was protected with aluminum foil.The resulting solution was filtered through a pad of silica gel, dried over Na 2 SO 4 in a column and concentrated in vacuo. Purification by chromatography on silica gel (n-hexane 100%, then n-hexane / ethyl acetate = 3: 2) gave the target compound 1a in a yield of 42% (46 mg, 0.084 mmol). It was confirmed by LCMS that the product was obtained, and the yield was calculated using an internal standard (benzyloxybenzene) by analogy from the product by NMR.

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, Dibenzenesulfonimide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NAGOYA UNIVERSITY; ITAMI, KENICHIRO; MURAKAMI, KEI; ITO, ERI; KAWAKAMI, TAKAHIRO; FUKUSHIMA, TOMOHIRO; (37 pag.)JP2017/218443; (2017); A;,
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Application of 6325-93-5, A common heterocyclic compound, 6325-93-5, name is 4-Nitrobenzenesulfonamide, molecular formula is C6H6N2O4S, 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.

General procedure: According to the Scheme 1, 4 mmol of N-(4-Sulfamoylphenyl) acetamide was treated with acetic anhydride (4 mmol) in glacial acetic acid (10 mL). The mixture was stirred at 50C for the predetermined time. The progress of the reaction was monitored by TLC analysis. After the completion of the reaction, the precipitate was collected by filtration and washed with water. The impure precipitate was dissolved in aqueous solution of sodium carbonate (50 mL, pH=8.0) and filtered. Acetic acid was gently added to the liquor dropwise to precipitate the product (pH=5.0). The precipitate was collected by filtration to afford N-(4-acetamidophenylsulfonyl)acetamide a1 as the white solid (0.97 g, 95%). The catalytic activities of different heterogeneous catalysts were determined by reactions performed in THF using a 1:1 molar ratio of sulfonamide to acetic anhydride or benzoyl chloride. In a typical route, N-(4-sulfamoylphenyl) acetamide (4 mmol) was treated with acetic anhydride (4 mmol) in the presence of catalyst (0.1 g) in THF (10 mL). After the appropriate time, the catalyst was separated with an external magnetic field, the solvent was evaporated by rotary evaporator. The precipitate was dissolved in aqueous solution of sodium carbonate (50 mL, pH=8.0) and filtered. Acetic acid was gently added to the liquor dropwise to precipitate the product (pH=5.0). The precipitate was collected by filtration and was washed with distilled water to afford N-(4-acetamidophenylsulfonyl)acetamide as the white solid (0.95 g, 93%).

The synthetic route of 6325-93-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ghasemi, Mohammad Hadi; Kowsari, Elaheh; Hosseini, Seyed Kiumars; Tetrahedron Letters; vol. 57; 3; (2016); p. 387 – 391;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 22503-72-6 as follows. Product Details of 22503-72-6

To an ice-cooled solution of 1 (233 mg, 1.0 mmol) in CH2Cl2 (10mL) was added dropwise an excess of MCPBA (1478 mg, 6.0mmol, 70%) in CH2Cl2 (10 mL) previously cooled in an ice bath.The mixture was allowed to gradually warm to r.t., with stirring,over 12 h. TLC and LC-MS analyses were used to monitor reactionprogress. When the reaction was complete, the solution was stirredwith excess powered anhydrous Na2CO3 until carbon dioxide evolutionceased. After filtration, the mixture was concentrated in vacuoat r.t. to give pure 2.Yield: 275 mg (99%); yellow solid; mp 160-163 C.IR (KBr): 3160, 3101, 2990, 1600, 1550, 1350, 850 cm-1.1H NMR (400.13 MHz, CDCl3): delta = 2.48 (s, 3 H, CH3), 7.63 (d,J = 9.0 Hz, 1 H, ArH), 7.98 (d, J = 9.0 Hz, 1 H, ArH), 8.06 (s, 1 H,ArH), 9.25 (br s, 1 H, NH).13C NMR (100.62 MHz, CDCl3): delta = 16.8, 125.4, 126.9, 133.0,135.8, 138.1, 143.5, 165.7.HRMS (ESI): m/z [M + H]+ calcd for C8H7ClN2O5S: 278.9842;found: 278.9840.

According to the analysis of related databases, 22503-72-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cannazza, Giuseppe; Perrone, Serena; Rosato, Francesca; D’Accolti, Lucia; Parenti, Carlo; Troisi, Luigino; Synthesis; vol. 46; 7; (2014); p. 962 – 966;,
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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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These common heterocyclic compound, 112253-70-0, name is 2-Amino-4-bromobenzamide, 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. Safety of 2-Amino-4-bromobenzamide

PR-9 QA-4 Oxalyl dichloride (2.5 mL, 13.11 mmol) was added drop wise to a mixture of the compound PR-9 (2.5 g, 8.74 mmol), 2-amino-4-bromobenzamide (2.5 g, 10.49 mmol) in dichloromethane (20 mL) and pyridine (20 mL) at room temperature. The mixture was stirred for 1 hour at room temperature. The solvent was removed in vacuo. The residue was purified by column chromatography (petroleum ether: acetate ether=l : 1) . The obtained intermediate amide compound (0.98 g), Na2C03 (1.08 g. 10.15 mmol), H20 (5 mL) and CH3CH2OH (5 mL) were stirred for 2 hours under reflux. Most of CH3CH2OH was removed in vacuo and the obtained residue was extracted with ethyl acetate. The organic layer was dried over Na2S04 and concentrated in vacuo. The residue was washed with t-butyl methyl ether resulting in compound QA-4 (0.89 g).

The synthetic route of 2-Amino-4-bromobenzamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN R&D IRELAND; VANDYCK, Koen; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2013/98313; (2013); A1;,
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Some common heterocyclic compound, 71026-66-9, name is tert-Butyl (4-aminophenyl)carbamate, molecular formula is C11H16N2O2, 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. HPLC of Formula: C11H16N2O2

General procedure: Mucohalic acid (1 eq) was added to a solution of 5:3 v/v dichloromethane/glacial acetic acid. Then, an amine (1 eq) was added, and the mixture was stirred for 10 min. To that mixture, sodium triacetoxyborohydride (3 eq) solution in 5:3 v/v dichloromethane and glacial acetic acid was added. The mixture was left to stir at room temperature for 24 h unless otherwise stated.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 71026-66-9, its application will become more common.

Reference:
Article; Almohaywi, Basmah; Taunk, Aditi; Wenholz, Daniel S.; Nizalapur, Shashidhar; Biswas, Nripendra N.; Ho, Kitty K. K.; Rice, Scott A.; Iskander, George; Black, David StC.; Griffith, Renate; Kumar, Naresh; Molecules; vol. 23; 5; (2018);,
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