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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4385Generated: October 25, 2026

Ammonia → 3-[(Dimethylamino)methyl]-2,3,4,9-tetrahydro-9-methyl-4-oxo-1H-carbazole-6-carboxamide

https://huagongshe.com/reaction/4385

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantFormaldehydeHCID 712—
ReactantDimethylamine, hydrochlorideHCID 10473—
Reactant2,3,4,9-Tetrahydro-9-methyl-4-oxo-1H-carbazole-6-carboxamideHCID 20152449—
SolventAcetic AcidHCID 176—
Product3-[(Dimethylamino)methyl]-2,3,4,9-tetrahydro-9-methyl-4-oxo-1H-carbazole-6-carboxamideHCID 20152459—

Reaction Steps

A mixture of the product of Stage (ii) (1.8 g), paraformaldehyde (0.3 g) and dimethylamine hydrochloride (0.75 g) in acetic acid (14 ml) was heated at 80°-100° under nitrogen for 2 h. The reaction mixture was cooled (20°), evaporated in vacuo and purified by flash chromatography (L) to give a foam. A sample (0.2 g) was stirred in 0.88 ammonia 10 ml) for 3 days to precipitate to title compound (100 mg) as a solid. m.p. 171°-173° (foams).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04725615
Source datasetuspto-grants-1988_02
ORD IDord-45ebea4005c547ca92a07b1f8fb6a84c
Source noteuspto-grants-1988_02