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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 485043Generated: October 30, 2026

Chloroform → HCID 20271328, compound

https://huagongshe.com/reaction/485043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantPropargyl bromideHCID 7842—
ReactantSodium hydrideHCID 24758—
ReactantAcetamide, N-2-benzothiazolyl-HCID 350459—
SolventDimethylformamideHCID 6228—
ProductHCID 20271328HCID 2027132862%

Reaction Conditions

Temperature50 °C

Reaction Steps

2-Acetylaminobenzothiazole (e) (6.0 g) was dissolved in dimethylformamide (50 ml) and 50% sodium hydride (1.648 g) was added thereto in small portions with stirring under ice-cooling. The mixture was heated at 50° C. for 1 hour, then cooled to room temperature and 2-propynyl bromide (3.0 ml) was added thereto. The mixture was heated at 60° C. for 4 hours and evaporated to remove the solvent. After addition of water, the residue was extracted with benzene. The extract was washed with water, and evaporated to remove the solvent. The residue was applied to column chromatography on silica gel (120 g) to give 2-(N-acetyl-N-propynylamino)benzothiazole (f) (4.43 g, yield 62%) from chloroform eluate:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04535088
Source datasetuspto-grants-1985_08
ORD IDord-5c5bc91eb8324e07ae3841ffc7c711d8
Source noteuspto-grants-1985_08