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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1414778Generated: November 1, 2026

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

https://huagongshe.com/reaction/1414778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantChloromethyl methyl sulfideHCID 16916—
Reactant4-Amino-3-nitrophenyl thiocyanateHCID 104677—
ReactantSodium borohydrideHCID 4311764—
SolventWaterHCID 962—
Product4-{[(Methylsulfanyl)methyl]sulfanyl}-2-nitroanilineHCID 20362824—

Reaction Steps

5.85 G. 1-amino-2-nitro-4-thiocyanatobenzene is treated in 20 ml. dimethylformamide under nitrogen at 20°-25° C. with 1.14 g. sodium borohydride. After 1 hour 10 ml. of methylthiomethylchloride 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 leaving 1-amino-2-nitro-4-methylthiomethylthiobenzene as a red solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04002640
Source datasetuspto-grants-1977_01
ORD IDord-ca854bd842ce48a2a1da3fc3971b8b16
Source noteuspto-grants-1977_01