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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032782Generated: October 26, 2026

Ethanol → 4-(2-Chloro-phenyl)-9-methyl-2-[3-(1,2,3,4-tetrahydro-carbazol-9-yl)-prop-1-ynyl]-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulene

https://huagongshe.com/reaction/1032782

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant1,2,3,4-tetrahydro-9-(2-propynyl)-9H-carbazoleHCID 12711910—
Reactant4-(2-chlorophenyl)-2-iodo-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepineHCID 14851924—
SolventDichloromethaneHCID 6344—
Product4-(2-Chloro-phenyl)-9-methyl-2-[3-(1,2,3,4-tetrahydro-carbazol-9-yl)-prop-1-ynyl]-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azuleneHCID 14851891—

Reaction Steps

The title compound was obtained by coupling 4-(2-chlorophenyl)-2-iodo-9-methyl-6H-thieno-[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine with 1,2,3,4-tetrahydro-9(2-propynyl)-9H-carbazole under the conditions used in Example 37. The product was isolated by chromatography over the 50-fold amount of silica gel using 8 % (v/v) of ethanol in methylene chloride for elution. The residue obtained after evaporation of the combined clean fractions containing product was crystallized from ethanol to give colorless crystals of 4-(2-chlorophenyl)-2-[3-(1,2,3,4-tetrahydro 9H-carbazol-9-yl)-1-propynyl]-9-methyl-6H-thieno-[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine with m.p. 164°-166°. These crystals contained 0.66 molar amounts of ethanol according to analytical and spectral data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04959361
Source datasetuspto-grants-1990_09
ORD IDord-d723bd67263d4284b8b61dac047ab9b9
Source noteuspto-grants-1990_09