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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 597542Generated: October 31, 2026

Pyridine → 8-Chloro-2,3,4,9-tetrahydro-1H-carbazole

https://huagongshe.com/reaction/597542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantCyclohexanoneHCID 7967—
ReactantHydrazine, (4-chlorophenyl)-, hydrochloride (1:1)HCID 71600—
SolventWaterHCID 962—
Product8-Chloro-2,3,4,9-tetrahydro-1H-carbazoleHCID 14415821—

Reaction Steps

p-Chlorophenylhydrazine hydrochloride (1.79 g., 0.010 mole) is added to a solution of 1.0 ml. (0.010 mole ) cyclohexanone and 3.0 ml. pyridine. The resulting mixture is heated under nitrogen at reflux for 4 hours, cooled to room temperature and water added to precipitate the product. After crystallization from ethanol-water 1.34 g. of the title compound was obtained, M.P. 144.0°-145.5° C. A second crop of crystals 0.18 g. is obtained from the mother liquor. Total yield, 74%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04014890
Source datasetuspto-grants-1977_03
ORD IDord-905645f4c1f94be38baea4a266769fb3
Source noteuspto-grants-1977_03