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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1604976Generated: November 1, 2026

(Chlorothio)formyl chloride → HCID 12851882, compound

https://huagongshe.com/reaction/1604976

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Chlorothio)formyl chlorideHCID 75990—
Reactant(2Z)-3-Amino-2-butenenitrileHCID 5325263—
SolventTetrahydrofuranHCID 8028—
ProductHCID 12851882HCID 1285188272.6%

Reaction Conditions

Temperature140 °C

Reaction Steps

40 g of chlorocarbonylsulfenyl chloride were added to a mixture of 25 g of 3-amino-crotononitrile in 700 ml of tetrahydrofuran and the mixture was refluxed for 3 hours after which the solvent was distilled off under reduced pressure. The residue was heated at 140°C for 10 minutes and cooled and then 1N sodium hydroxide was added thereto. The aqueous solution was washed with ethylacetate, acidified with hydrochloric and extracted with ethylacetate. The organic extracts were dried, concentrated to dryness and isopropyl ether was added to obtain 31 g of 5-cyano-4-methyl-4-thiazoline-2-one melting at 180° to 181°C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03948925
Source datasetuspto-grants-1976_04
ORD IDord-1309dfc37fe14d7c85458003eb4f0d39
Source noteuspto-grants-1976_04