Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1730822Generated: November 1, 2026

Dimethylformamide → 4-{[2-(Methylsulfanyl)ethyl]sulfanyl}-2-nitroaniline

https://huagongshe.com/reaction/1730822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-Chloroethyl methyl sulfideHCID 10965—
Reactant4-Amino-3-nitrophenyl thiocyanateHCID 104677—
ReactantSodium borohydrideHCID 4311764—
SolventWaterHCID 962—
Product4-{[2-(Methylsulfanyl)ethyl]sulfanyl}-2-nitroanilineHCID 53638273—

Reaction Steps

5.85 G. of 1-amino-2-nitro-4-thiocyanatobenzene is treated in 20 ml. dimethylformamide under nitrogen at 20°-25° with 1.14 g. sodium borohydride. After 1 hour 10 ml. of methylthioethylchloride is added and the mixture stirred overnight, diluted with water and extracted with chloroform. The dried chloroform solution is passed through a silica gel column, then evaporated to dryness to afford 1-amino-2-nitro-4-methylthioethylthiobenzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03993768
Source datasetuspto-grants-1976_11
ORD IDord-9509cb1308b84299b432ecf7f7bcbc7c
Source noteuspto-grants-1976_11