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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410721Generated: October 27, 2026

Riluzole → 1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid methyl ester

https://huagongshe.com/reaction/410721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantRiluzoleHCID 5070—
Reactant1,1'-ThiocarbonyldiimidazoleHCID 80264—
ReactantMethyl 3-amino-4-(methylamino)benzoateHCID 15586064—
Solvent1,2-DichloroethaneHCID 11—
Product1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid methyl esterHCID 5839751050.3%

Reaction Steps

1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid methyl ester (1.47 g) was prepared by following General Procedure D starting from 3-amino-4-methylamino-benzoic acid methyl ester (1.5 g), 2-amino-6-(trifluoromethoxy)benzothiazole (1.62 g), 1,1′-thiocarbonyl-diimidazole (1.48 g), and EDC (1.99 g). LC/MS: m/z 423.8. 1H NMR (DMSO-d6, 400 MHz): δ 8.20 (s, 1H), 7.92 (s, 1H), 7.85 (bs, 1H), 7.78-7.63 (m, 1H), 7.51 (d, 1H), 7.35 (d, 2H), 3.86 (s, 3H), 3.63 (bs, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759535B2
Source datasetuspto-grants-2014_06
ORD IDord-4c2f75c2dd53417ba073b1a15828ca25
Source noteuspto-grants-2014_06