Sodium Hydroxide → 3-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-3H-benzoimidazole-5-carboxylic acid

HRID 411003Notes

Reaction equation

HRID 411003 reaction equation
C([O:3][C:4]([C:6]1[CH:30]=[CH:29][C:9]2[N:10]=[C:11]([NH:14][C:15]3[S:16][C:17]4[CH:23]=[C:22]([O:24][C:25]([F:28])([F:27])[F:26])[CH:21]=[CH:20][C:18]=4[N:19]=3)[N:12]([CH3:13])[C:8]=2[CH:7]=1)=[O:5])C.[OH-].[Na+]>CO.C1COCC1>[CH3:13][N:12]1[C:8]2[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[CH:30]=[CH:29][C:9]=2[N:10]=[C:11]1[NH:14][C:15]1[S:16][C:17]2[CH:23]=[C:22]([O:24][C:25]([F:27])([F:26])[F:28])[CH:21]=[CH:20][C:18]=2[N:19]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 866569143-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-3H-benzoimidazole-5-carboxylic acid ethyl ester

Product 1

HCID 866569153-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-3H-benzoimidazole-5-carboxylic acidYield 95.4%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

3-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-3H-benzoimidazole-5-carboxylic acid (2.5 g) was prepared by following General Procedure E starting from 3-methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-3H-benzoimidazole-5-carboxylic acid ethyl ester (2.8 g) and 2 N NaOH (6 mL) in methanol:THF (1:1, 12 mL).

Sources & evidence

ORD record
ord-f6efeb5a50b247e489107f1ea47f8347
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Reaction notes

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