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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1701219Generated: November 1, 2026

Urea → N-(4,5,6,7-Tetrahydro-1-benzothiophen-4-yl)urea

https://huagongshe.com/reaction/1701219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
Reactant4-Hydroxy-4,5,6,7-tetrahydrobenzo[b]thiopheneHCID 13911631—
Reactant4-Chloro-4,5,6,7-tetrahydrobenzo[b]thiopheneHCID 20348922—
SolventDimethylformamideHCID 6228—
SolventThionyl ChlorideHCID 24386—
SolventDiisopropylethylamineHCID 81531—
ProductN-(4,5,6,7-Tetrahydro-1-benzothiophen-4-yl)ureaHCID 13036998—

Reaction Conditions

Temperature50 °C

Reaction Steps

A 1 gram sample of 4-hydroxy-4,5,6,7-tetrahydrobenzo[b]thiophene is stirred in the cold for several hours in thionyl chloride (5 ml.) and the mixture is evaporated to dryness. The crude 4-chloro-4,5,6,7-tetrahydrobenzo[b]thiophene is then added to a mixture of urea (1-5 mole-equivalents) in dimethylformamide and diisopropyl ethylamine. The mixture is warmed, after several hours, to 50° C. and after 4 hours is poured on ice and the product, 4,5,6,7-tetrahydrobenzo[b]thien-4-ylurea, is collected by filtration.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04191830
Source datasetuspto-grants-1980_03
ORD IDord-268000c0fc72440d9485e49b5c69e20d
Source noteuspto-grants-1980_03