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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1638588Generated: October 31, 2026

Sodium Hydroxide → 4-Allyloxy-8(2-benzimidazolyl)thio-3-methyl-5,6,7,8-tetrahydroquinoline

https://huagongshe.com/reaction/1638588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2-ChlorobenzimidazoleHCID 78572—
ReactantThioureaHCID 2723790—
Reactant4-Allyloxy-8-bromo-3-methyl-5,6,7,8-tetrahydroquinolineHCID 14155523—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product4-Allyloxy-8(2-benzimidazolyl)thio-3-methyl-5,6,7,8-tetrahydroquinolineHCID 14155524—

Reaction Steps

0.46 Gram of 2-chlorobenzimidazole, 0.2 g of thiourea and 10 ml of ethanol were mixed together and the mixture was refluxed for 2 hours. To this reaction mixture was added 0.62 g of 4-allyloxy-8-bromo-3-methyl-5,6,7,8-tetrahydroquinoline and 0.3 g of sodium hydroxide, then the whole reaction mixture was refluxed for 5 hours. After the reaction was completed, ethanol was removed by evaporation, and to the residue thus obtained was added water and then extracted with chloroform, and the chlorofrom extract was dried with anhydrous magnesium sulfate, and chloroform was removed by evaporation. The residue thus obtained was purified by means of a silica gel column chromatography (eluent: methylene chloride/methanol=100/1) to obtain 0.5 g of 4-allyloxy-8-(2-benzimidazolyl)thio-3-methyl-5,6,7,8-tetrahydroquinoline in the form of light brown oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04880815
Source datasetuspto-grants-1989_11
ORD IDord-3ee8dfd931b943929e9d2bcc7c2f6e4a
Source noteuspto-grants-1989_11