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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032760Generated: October 27, 2026

1-(Prop-2-yn-1-yl)-1H-indole-2,3-dione → 1-{3-[4-(2-Chloro-phenyl)-9-methyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-2-yl]-prop-2-ynyl}-1H-indole-2,3-dione

https://huagongshe.com/reaction/1032760

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Prop-2-yn-1-yl)-1H-indole-2,3-dioneHCID 1909002—
Reactant4-(2-chlorophenyl)-2-iodo-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepineHCID 14851924—
SolventEthyl AcetateHCID 8857—
Product1-{3-[4-(2-Chloro-phenyl)-9-methyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-2-yl]-prop-2-ynyl}-1H-indole-2,3-dioneHCID 14851859—

Reaction Steps

This compound was prepared as described in Example 37 by coupling of 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-propynyl)-1H-indole-2,3-dione [ref. A. Lindquist et al., Acta Pharm. Suecica 9, 99 (1972)]. Chromatographic isolation and crystallization from methanol/ethyl acetate gave orange crystals with m.p. 185°-190° C. with foaming at 130°-140° C. These crystals contained according to analytical and spectral data molar amounts of ethyl acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04959361
Source datasetuspto-grants-1990_09
ORD IDord-6be3d88cac434f668a197da86716e0d3
Source noteuspto-grants-1990_09