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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410764Generated: October 30, 2026

Riluzole → 6-Fluoro-1-methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid (2-methoxy-ethyl)-amide

https://huagongshe.com/reaction/410764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantRiluzoleHCID 5070—
Reactant1,1'-ThiocarbonyldiimidazoleHCID 80264—
Reactant5-Amino-2-fluoro-N-(2-methoxy-ethyl)-4-methylamino-benzamideHCID 67333319—
Solvent1,2-DichloroethaneHCID 11—
Product6-Fluoro-1-methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid (2-methoxy-ethyl)-amideHCID 8665677333.7%

Reaction Steps

6-Fluoro-1-methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid (2-methoxy-ethyl)-amide (41 mg) was prepared by following General Procedure D starting from 5-amino-2-fluoro-N-(2-methoxy-ethyl)-4-methylamino-benzamide (72 mg), 2-amino-6-(trifluoromethoxy)-benzothiazole (59 mg), 1,1′-thiocarbonyldiimidazole (64 mg), and EDC (77 mg). LC/MS: m/z 484.8. 1H NMR (DMSO-d6, 400 MHz): δ 12.35 (bs, 1H), 8.16 (s, 1H), 7.91 (d, 1H), 7.88 (s, 1H), 7.73 (d, 1H), 7.50 (d, 1H), 7.36 (d, 1H), 3.61 (bs, 3H), 3.51-3.40 (m, 4H), 3.30 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759535B2
Source datasetuspto-grants-2014_06
ORD IDord-2b7c7b118b7b47f591f0450cab1e5f80
Source noteuspto-grants-2014_06