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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410747Generated: October 25, 2026

6-Chloro-2-benzothiazolamine → 2-(6-Chloro-benzothiazol-2-ylamino)-1-methyl-1H-benzoimidazole-5-carboxylic acid methyl ester

https://huagongshe.com/reaction/410747

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Chloro-2-benzothiazolamineHCID 7226—
Reactant1,1'-ThiocarbonyldiimidazoleHCID 80264—
ReactantMethyl 3-amino-4-(methylamino)benzoateHCID 15586064—
Solvent1,2-DichloroethaneHCID 11—
Product2-(6-Chloro-benzothiazol-2-ylamino)-1-methyl-1H-benzoimidazole-5-carboxylic acid methyl esterHCID 5839755475%

Reaction Steps

2-(6-Chloro-benzothiazol-2-ylamino)-1-methyl-1H-benzoimidazole-5-carboxylic acid methyl ester (842 mg) was prepared by following General Procedure D starting from 3-amino-4-methylamino-benzoic acid methyl ester (650 mg), 2-amino-6-chloro-benzothiazole (556 mg), 1,1′-thiocarbonyldiimidazole (715 mg), and EDC (865 mg). LC/MS: m/z 373.7. 1H NMR (DMSO-d6, 400 MHz): δ 12.39 (bs, 1H), 8.19 (s, 1H), 7.92 (s, 1H), 7.84 (s, 1H), 7.64 (s, 1H), 7.50 (d, 1H), 7.38 (d, 1H), 3.86 (s, 3H), 3.62 (bs, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759535B2
Source datasetuspto-grants-2014_06
ORD IDord-43c9dbbd068d4211a01887a7c84e17f9
Source noteuspto-grants-2014_06