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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2082443Generated: November 1, 2026

p-Toluenesulfonic acid → HCID 67858272, compound

https://huagongshe.com/reaction/2082443

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantPropargylamineHCID 239041—
Reactant1,2-Dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepin-6-thioneHCID 15132539—
Solvent1-ButanolHCID 263—
ProductHCID 67858272HCID 6785827271.4%

Reaction Steps

1,2-Dihyrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepin-6-thione (4 g), propargylamine (1.2 ml), n-butanol (100 ml) and a catalytic amount of p-toluenesulfonic acid were combined and refluxed overnight. The reaction mixture was concentrated under reduced pressure. The residue was purified by high performance liquid chromatography (2% methanol/dichloromethane) to give 3.1 g (71.4%) of product. Recrystallization from ethanol gave the analytical sample, mp 175° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05189161
Source datasetuspto-grants-1993_02
ORD IDord-cb84e0f141f64c3bb8f911c2a9f9b282
Source noteuspto-grants-1993_02