Category: 92807-02-8

Reference of 92807-02-8, A common heterocyclic compound, 92807-02-8, name is Methyl 2-mercapto-1H-benzo[d]imidazole-4-carboxylate, molecular formula is C9H8N2O2S, 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.

To a solution of methyl 2-sulfanyl-1H-benzimidazole-4-carboxylate (prepared as described in WO2003/106430) (1.0g) in DMF (15 mL), were added potassium carbonate (700 mg) and methyl iodide (0.32 mL), and the mixture was stirred at room temperature for 3 days. The reaction mixture was diluted with ethyl acetate, washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified on column chromatography to obtain the titled compound (860 mg) as white powder.

The synthetic route of 92807-02-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Shinyaku Co., Ltd.; OTSU, Hironori; EP2746265; (2015); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 92807-02-8, The chemical industry reduces the impact on the environment during synthesis 92807-02-8, name is Methyl 2-mercapto-1H-benzo[d]imidazole-4-carboxylate, I believe this compound will play a more active role in future production and life.

Example 42: [2- (4-ACETYLAMINO-BENZVLSULFANYL)-1 H-BENZIMIDAZOLE-4-CARBOXYLIC ACID] amide (42) (a) [2- (4-ACETYLAMINO-BENZYLSULFANYL)-1 M-BENZIMIDAZOLE-4-CARBOXYLIC ACID METHYL] ester [0135] A solution containing 85 mg of [2-MERCAPTO-1 H-BENZIMIDAZOLE-4-CARBOXYLIC] acid methyl ester (0.40 [MMOL)] in 4 mL DMF was cooled to 0 [C.] To this was added 130 mg CsCO3 (0.40 [MMOL)] followed by 91 mg of [4-ACETAMIDOBENZYL] chloride (0.49 [MMOL).] The reaction was stirred overnight, allowing it to warm to 23 C, and then concentrated in vacuo. The resulting crude material was suspended in pH 7 buffer and extracted with EtOAc (x3). The combined organic layers were dried [(MGS04),] filtered and concentrated. Purification by flash silica gel chromatography using a gradient solvent system (80% EtOAc/Hex to 100% EtOAc) gave 112 mg of product (0.31 mmol, 77%) as a colorless oil that crystallized upon standing. [0136] IR (KBr) 3283,3196, 1732,1709, 1666,1602, 1547,1514, 1448,1431, 1412, 1350,1302, 1297,1203, 1145,1124, [754 CM-1. 1H NMR (CDCL3) No. 2. ] 16 (s, 3H), 3.97 (s, [3H),] 4.56 (s, 2H), 7.23-7. 29 (m, 1 H), 7.36-7. 47 (m, 4H), 7.82 (d, [1 H, J = 7.] 7 Hz), 7.87 (d, 1 H, J = 7.7 Hz), 10.16 (br s, 1 H), not seen 1 H (NH). HPLC Rt = 5.643 min. [ANAL. (C18HL 7N303S)] C, H, N, S.

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, Methyl 2-mercapto-1H-benzo[d]imidazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; WO2003/106430; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 92807-02-8, 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. 92807-02-8, name is Methyl 2-mercapto-1H-benzo[d]imidazole-4-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

(b) [2-BENZYLSULFANYL-1 BBENZIMIDAZOLE-4-CARBOXYLIC] acid amide (40) [0130] Sodium hydride (60% dispersion in mineral oil, 47 mg, 1.18 [MMOL)] was suspended in 2 mL DMF at 0 [C.] To this was added 165 mg of 2-mercapto-1 H- benzimidazole-4-carboxylic acid methyl ester (0.79 [MMOL)] in 2 mL DMF via canula. After rinsing with an additional 2 mL DMF the reaction was stirred for 10 minutes, at which time 115 muL of benzyl bromide (0.97 [MMOL)] was added via syringe. The reaction was stirred overnight, with warming to 23 [C.] After quenching with sat. NH4CI the solvent was removed by evaporation. The resulting crude solid was dissolved in 50 mL water and extracted with EtOAc (x3). The organic layer was dried [(MGS04),] filtered and concentrated. The material was filtered through a plug of silica gel utilizing 5% [ET2O/CH2CI2] as eluent and taken on to the next step. [0131] The methyl ester was converted to the amide using the method described by Jagdman et al. (Synth. Commun. (1990) 20: 1203-1208), with use of 6 equivalents of sodium methoxide, to give 95 mg of product (0.33 [MMOL,] 41 % overall) as a white solid. [0132] IR (KBr) 3443,3148, 3080,3003, 2960,2987, 1660,1597, 1579,1512, 1467, 1404,1244, 976,752, [706 CM~1. 1 H NMR (ACETONE-D6) o 4.] 69 (s, [2H),-6.] 84 (br s, 1 H), 7.22- 7.36 (m, 4H), 7.51-7. 55 (m, 2H), 7.58 (dd, [1H, J=] 1.1, 8.1 Hz), 7.95 (dd, [1H, J=] 1.1, 7.7 Hz), 9.31 (br s, 1 H), 11.91 [(BR S, 1 H). HPLC RT = 6. 137 MIN. HRMS CALCD FOR C15H12N30S+NA] 306. [0677,] found 306.0669. Anal. [(C1SHL3N3OS)] C, H, N, S.

The synthetic route of Methyl 2-mercapto-1H-benzo[d]imidazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2003/106430; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem