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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2186620Generated: November 1, 2026

(Quinolin-3-yl)thiourea → Methyl 5-methylthio-4-[2-(3-quinolylamino)(1,3-thiazol-4-yl)]thiophene-2-carboxylate hydrobromide

https://huagongshe.com/reaction/2186620

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Quinolin-3-yl)thioureaHCID 1480927—
ReactantMethyl 5-methylthio-4-[2-(3-quinolylamino)(1,3-thiazol-4-yl)]thiophene-2-carboxylateHCID 18536963—
ReactantMethyl 4-(2-bromoacetyl)-5-methylthiothiophene-2-carboxylateHCID 86583828—
ProductMethyl 5-methylthio-4-[2-(3-quinolylamino)(1,3-thiazol-4-yl)]thiophene-2-carboxylate hydrobromideHCID 1853696278%

Reaction Steps

Methyl 5-methylthio-4-[2-(3-quinolylamino)(1,3-thiazol-4-yl)]thiophene-2-carboxylate: Methyl 4-(2-bromoacetyl)-5-methylthiothiophene-2-carboxylate (90 mg, 0.28 mmol) was allowed to react with amino(3-quinolylamino)methane-1-thione (59.1 mg) as described in Example 154, step (a) to give 107.5 mg (78% yield) of methyl 5-methylthio-4-[2-(3-quinolylamino)(1,3-thiazol-4-yl)]thiophene-2-carboxylate hydrobromide. 1H NMR (DMSO-d6, 300 MHz) δ 2.75 (s, 3H), 3.84 (s, 3H), 7.52 (s, 1H), 7.92-8.05 (m, 2H), 8.22 (s, 1H), 9.22 (m, 2H); Mass Spectrum (ESI) m/z calcd. for C19H15N3O2S3, 413.54 (M+H), found 414. 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06403633B2
Source datasetuspto-grants-2002_06
ORD IDord-ca7fd3be63ad4d7a9f925aa4b9f8664f
Source noteuspto-grants-2002_06