Tag: M.W=100-200

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. 5511-18-2, name is Adamantane-1-carboxamide, A new synthetic method of this compound is introduced below., category: amides-buliding-blocks

To a solution of admantane-1 -carboxamide (2 g, 11.17 mmol) in THF (50 mL) was added BH3. Me2S (10.2 M, 3.4 mL, 34.7 mmol) under nitrogen. The mixture was heated at reflux overnight. The solution was cooled to rt. Methanol (20 mL) was added to the solution. The mixture was concentrated under vacuum to give crude product, which was purified by chromatography on silica gel to afford (i-adamantyl)methylamine (1.09 g, 59 %). 1H NMR (CDCI3, 400 MHZ): delta=1.44-1.96 (m, 15H), 2.30 (s, 2H).

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:
Patent; VITAE PHARMACEUTICALS, INC.; WO2008/106128; (2008); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

39549-79-6, name is 2-Amino-4-methylbenzamide, 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. Quality Control of 2-Amino-4-methylbenzamide

Step A:To a solution of 2-amino-4-methylbenzamide (3 g, 20.0 mmol) in THF (40 mL) was added 5-(4-fluorophenyl)-1,3-dioxolane-2,4-dione from Example 16 (4.7 g, 24 mmol) and the solution was stirred for 2 hrs at 50¡ã C. Sodium methoxide in MeOH (25percent, 5.2 mL, 24 mmol) was then added and the solution was stirred at 50¡ã C. overnight.The reaction mixture solution was concentrated, 2N HCl was added and the mixture was filtered.The collected solid was dried to give 2-((4-fluorophenyl)(hydroxy)methyl)-7-methylquinazolin-4-ol (5.14 g, 91percent) which was used without further purification. LC-MS (ESI) m/z 285 (M+H)+.

The synthetic route of 39549-79-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMBIT BIOSCIENCES CORP.; US2012/53176; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 1118-92-9, The chemical industry reduces the impact on the environment during synthesis 1118-92-9, name is N,N-Dimethyloctanamide, I believe this compound will play a more active role in future production and life.

Example 2; 1-octanol was produced from N,N-dimethyloctanamide according to the following equation.[0084] [Chem. 13] [0085] 0.01 mmol of the complex 1 produced in Example 1 was placed in a 50 mL-autoclave equipped with a stirrer, and the autoclave was purged with nitrogen. 300 microliters of methanol, 1 mmol of N,N-dimethyloctanamide, and 500 microliters of methanol solution of 2.0 M sodium methoxide were added to the autoclave, and the autoclave was purged with hydrogen. The resulting mixture was stirred under hydrogen atmosphere (5 MPa) and 100 degrees C for 16 hours to obtain a reaction solution. The reaction solution was analyzed by gas chromatography, and as a result, it was confirmed that the GC area percentage of the amide as a raw material was 2% and the GC area percentage of 1-octanol was 92%.

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, N,N-Dimethyloctanamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKASAGO INTERNATIONAL CORPORATION; OGATA, Osamu; KURIYAMA, Wataru; MATSUMOTO, Takaji; WO2012/39098; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 39549-79-6, 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. 39549-79-6, name is 2-Amino-4-methylbenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A 15 mL tube was added 2-aminobenzamide (1 mmol), benzyl amine (1.5 mmol), and a stir bar. Then H2O2 (30 wtpercent in H2O, 5 equiv.) was added by a syringe at room temperature under open air. The tube was closed and kept at 120¡ãC for 20 h. The conversion and yield were determined by GC and GC?MS using hexadecane (0.1 mmol) as the internal standard.

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, 2-Amino-4-methylbenzamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Qi, Xin-Xin; Song, Zhen-Zhen; Gong, Jin-Long; Fang, Zheng-Yu; Wu, Xiao-Feng; Chinese Chemical Letters; vol. 27; 1; (2016); p. 21 – 24;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 618446-06-3, The chemical industry reduces the impact on the environment during synthesis 618446-06-3, name is 7-Amino-4,4-dimethyl-3,4-dihydro-1,8-naphthyridin-2(1H)-one, I believe this compound will play a more active role in future production and life.

7-Fluoro-4,4-dimethyI-3,4-dihydro-lH-[l,8]naphthyridin-2-one; 7-Fluoro-4,4-dimethyl-3,4-dihydro-lH-[l,8]naphthyridin-2-one, was produced as follows: HF-pyridine (100 mL) was cooled to -42 0C in a 1000 mL HDPE bottle using an CH3CN dry ice bath. While stirring vigorously, 7-amino-4,4-dimethyl-3,4- dihydro-lH-[l,8]naphthyridin-2-one (24.6 g, 0.129 mol) was added portionwise to control the exotherm. After the addition, NaNO2 (8.9 g, 0.1291 mol) was added portionwise. Significant exotherms were observed for both additions. The reaction mixture was then allowed to warm to 0 0C and stir for 2 h. The reaction mixture was quenched into a 4 L high density polyethylene (HDPE) bottle full of ice. The aqueous slurry was then neutralized using 2 N KOH. The resulting aqueous solution was extracted 3 times with CH2Cl2. The organic layers were dried over Na2SO4, filtered and concentrated to dryness. Excess pyridine was azeotroped with heptane. The product was dried under vacuum (2 mm Hg) for 3 h. The resulting product, 7-fluoro-4,4- dimethyl-3,4-dihydro-lH-[l,8]naphthyridin-2-one, was in the form of a white powder (23.06 g, 0.119 mol, 92%). MS: APCI: M+l: 195.1 (Exact Mass: 194.09).

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, 7-Amino-4,4-dimethyl-3,4-dihydro-1,8-naphthyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2006/90272; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 1015-89-0, A common heterocyclic compound, 1015-89-0, name is Phenanthridin-6(5H)-one, molecular formula is C13H9NO, 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 28 STR46 To a mixture of phenanthridone 32 and PCl5 is added a molar excess of POCl3. The reaction is heated to reflux until chromatographic analysis indicates complete reaction, cooled and quenched by pouring onto ice. The aqueous layer is extracted with CHCl3. The organic layer is dried over MgSO4, filtered and evaporated to provide phenanthridine 33.

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:
Patent; Merck & Co., Inc.; US5336674; (1994); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 6873-44-5, The chemical industry reduces the impact on the environment during synthesis 6873-44-5, name is 4-Chloro-N-methylbenzamide, I believe this compound will play a more active role in future production and life.

General procedure: Methacryloyl chloride (2 equiv.) was added to a mixture of amide (1 equiv.), triethylamine (2 equiv.) and DMAP (0.1 equiv.) in dichloromethane (20 mL). The resulted mixture was stirred at 35 oC for 10-12 h. The reaction was quenched with saturated aqueous Na2CO3 (5 mL), and then the mixture was extracted with dichloromethane (3 x 5 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate as the eluent) affording the corresponding N-alkyl-N-methacryloyl benzamides 1.

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, 4-Chloro-N-methylbenzamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen, Yu-Jue; He, Yan-Hong; Guan, Zhi; Tetrahedron; vol. 75; 22; (2019); p. 3053 – 3061;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 177210-33-2, These common heterocyclic compound, 177210-33-2, name is 5-Hydroxy-2H-benzo[b][1,4]oxazin-3(4H)-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.

A suspension of 11 (2.00 g, 12.1 mmol), benzyl bromide (1.6 mL,13.3 mmol) and K2CO3 (2.35 g, 17.0 mmol) in acetone (60 mL) wasstirred at reflux for3 h.Themixturewascooled toroomtemperature,filteredand the solventwasevaporated.The residuewasdissolved in THF/glacial acetic acid 9:1 (70 mL) and bromine (680 lL, 13.3 mmol)was added dropwise. The reaction was stirred at room temperaturefor 2 h. Then, 1% Na2S2O3 solution (200 mL) was added and the mixturewas kept at 0 C for 18 h. The suspension was filtered and thesolid was dissolved in EtOAc. After the solvent was evaporated, theresidue was purified by flash chromatography (cyclohexane/EtOAc4:1) to give 12 as yellowish solid (2.8 g, 70% yield). IR: 3316, 3132,3079, 2955, 2842, 1660, 1610, 1565, 1485, 1455, 1377, 1266, 1169,835 cm1. 1H NMR (360 MHz, CDCl3) d (ppm) 4.69 (s, 2H), 5.08 (s,2H), 6.55 (d, J = 8.9 Hz, 1H), 7.11 (d, J = 8.9 Hz, 1H), 7.36-7.42 (m,5H), 7.86 (s, 1H). 13C NMR (90 MHz, CDCl3) d (ppm) 67.42, 71.30,102.09, 107.07, 116.86, 126.26, 127.81, 128.27, 128.85, 135.42,140.91, 144.96, 163.48. HR-EIMS calcd. 333.0001; found: 333.001.HPLC: System1: tR = 20.9 min, purity: 96.4%

Statistics shows that 5-Hydroxy-2H-benzo[b][1,4]oxazin-3(4H)-one is playing an increasingly important role. we look forward to future research findings about 177210-33-2.

Reference:
Article; Weichert, Dietmar; Stanek, Markus; Huebner, Harald; Gmeiner, Peter; Bioorganic and Medicinal Chemistry; vol. 24; 12; (2016); p. 2641 – 2653;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

177210-33-2, name is 5-Hydroxy-2H-benzo[b][1,4]oxazin-3(4H)-one, 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. Computed Properties of C8H7NO3

[00327] A solution of 5-hydroxy-2H-benzo[b][l,4]oxazin-3(4H)-one (100 mg, 0.604 mmol) and K2C03 (167 mg, 1.21 mmol) in anhydrous DMF (5 mL) was stirred at 27 C for 5 minutes, then ethyl 2-bromoacetate (121 mg, 0.727 mmol) was added. The reaction mixture was stirred at 27 C for 16 h and concentrated. MS (ESf ) e/z: 238.0 [M+l]+.

The synthetic route of 177210-33-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; BORIACK-SJODIN, Paula, Ann; MUNCHHOF, Michael, John; WO2014/100734; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 2360-20-5, A common heterocyclic compound, 2360-20-5, name is 3,4-Diaminobenzenesulfonamide, molecular formula is C6H9N3O2S, 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 91 2-[4-(3-Chloro-4-fluoro-phenylsulfanyl)-phenyl]-1H-benzoimidazole-5-sulfonic Acid Amide. This compound was prepared according to the methods described in Example 22 and Scheme 3, substituting 4-(3-chloro-4-fluoro-phenylsulfanyl)-benzaldehyde for 4-(4-fluoro-phenoxy)-benzaldehyde, and 3,4-diamino-benzenesulfonamide for 3,4-diaminobenzamide. HPLC: Rt=8.57. MS (ESI+): mass calculated for C19H13ClFN3O2S2, 433.01; m/z found, 434.0 [M+H]+, 436.0 [M+H]+. 1H NMR (500 MHz, CD3OD): 8.23 (d, J=1.6, 1H), 8.05 (d, J=8.7, 2H), 7.96-7.94 (dd, J=8.6, 1.6, 1H), 7.81 (d, J=8.5, 1H), 7.67-7.65 (dd, J=6.9, 2.3, 1H), 7.52-7.46 (m, 1H), 7.45 (d, J=8.7, 2H), 7.35 (t, J=8.8, 1H).

The synthetic route of 2360-20-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Arienti, Kristen L.; Axe, Frank U.; Breitenbucher, J. Guy; Huang, Liming; Lee, Alice; McClure, Kelly J.; US2003/176438; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics