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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1960255Generated: October 30, 2026

Tetrahydrofuran → N-{2-[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]-1H-indol-7-yl}-N-methylthiophene-2-sulfonamide

https://huagongshe.com/reaction/1960255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium borohydrideHCID 4311764—
ReactantEthyl 5-(7-[methyl(2-thienylsulfonyl)amino]-1h-indol-2-yl)-1,3,4-thiadiazole-2-carboxylateHCID 136037568—
SolventMethanolHCID 887—
ProductN-{2-[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]-1H-indol-7-yl}-N-methylthiophene-2-sulfonamideHCID 13603756794.3%

Reaction Steps

To a mixture of ethyl 5-{7-[methyl(2-thienylsulfonyl)amino]-1H-indol-2-yl}-1,3,4-thiadiazole-2-carboxylate (1.38 g), tetrahydrofuran (20 ml) and methanol (4 ml) was added sodium borohydride (0.26 g), and the mixture was stirred at room temperature for 30 min. The reaction mixture was concentrated, and water was added to the residue. The resulting crystals were collected by filtration, washed with water, and dried to give the title compound (1.18 g, yield 94%) as colorless crystals. melting point 259-260° C. (decomposition).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410087B2
Source datasetuspto-grants-2013_04
ORD IDord-47bf81a4c6134f92969bfa3431ef078f
Source noteuspto-grants-2013_04