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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 616092Generated: October 29, 2026

Dimethylformamide → 2-Nitro-4-[(prop-2-yn-1-yl)sulfanyl]aniline

https://huagongshe.com/reaction/616092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPropargyl bromideHCID 7842—
Reactant4-Amino-3-nitrophenyl thiocyanateHCID 104677—
ReactantSodium borohydrideHCID 4311764—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
Product2-Nitro-4-[(prop-2-yn-1-yl)sulfanyl]anilineHCID 20362814—

Reaction Steps

5.85 G. of 1-amino-2-nitro-4-thiocyanatobenzene in 20 ml. dimethylformamide is treated, under nitrogen, with 1.14 g. sodium borohydride at 20°-30° C. After 1 1/2 hours 5 ml. of propargyl bromide is added. The mixture is stirred for three hours at 20°-30° C, then diluted with water. The product, a red solid, is isolated by extraction into chloroform yielding 1-amino-2-nitro-4-propargylthiobenzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04072696
Source datasetuspto-grants-1978_02
ORD IDord-ca32f4ca4a7840a5b4011f314be3cec0
Source noteuspto-grants-1978_02