Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919613Generated: October 29, 2026

5-(Methylthio)-2-nitroaniline → 4-(Methylthio)benzene-1,2-diamine

https://huagongshe.com/reaction/1919613

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(Methylthio)-2-nitroanilineHCID 10535482—
CatalystZincHCID 23994—
SolventAcetic AcidHCID 176—
Product4-(Methylthio)benzene-1,2-diamineHCID 20393009100.9%

Reaction Conditions

Temperature85 °C

Reaction Steps

A solution of 5-methylthio-2-nitroaniline (50 mg; 0.27 mmol) in acetic acid (2 ml) was heated to 85° C. Zinc powder (71 mg; 1.09 mmol) was then added portionwise over 15 minutes and the resulting solution was maintained at 85° C. for 2 hours. The hot reaction mixture was then filtered through celite and the filter cake washed with hot acetic acid (10 ml). The filtrate was evaporated to dryness to give crude 4-methylthio-1,2-phenylenediamine (42 mg, 100%). This was used directly in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168653B2
Source datasetuspto-grants-2012_05
ORD IDord-9f7638e25e1e4fc69d88e30d4b4cbff1
Source noteuspto-grants-2012_05