Hydrochloric Acid → 4-[(Thiophen-3-yl)sulfanyl]benzene-1,2-diamine

HRID 1415534Notes

Reaction equation

HRID 1415534 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([S:8][C:9]2[CH:13]=[CH:12][S:11][CH:10]=2)[CH:5]=[CH:4][C:3]=1[N+:14]([O-])=O.O.Cl>[Fe].C1(C)C=CC=CC=1>[NH2:14][C:3]1[CH:4]=[CH:5][C:6]([S:8][C:9]2[CH:13]=[CH:12][S:11][CH:10]=2)=[CH:7][C:2]=1[NH2:1]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 214827842-Nitro-5-[(thiophen-3-yl)sulfanyl]aniline

Product 1

HCID 214827694-[(Thiophen-3-yl)sulfanyl]benzene-1,2-diamine

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 1140TolueneSolvent

Procedure

1.6 G. of 2-amino-4-(3-thienylthio)-1-nitrobenzene is treated with 1.6 g. of iron powder in a refluxing mixture of 1.6 ml. of water, 0.16 ml. of conc. hydrochloric acid and 100 ml. of toluene. After 3 hours when the reaction is complete, the iron residue is filtered off and the filtrate stripped under vacuum to afford 1,2-diamino-4-(3-thienylthio)-benzene.

Workup

  1. filtrationthe iron residue is filtered off

Sources & evidence

ORD record
ord-1c29568eabe443b0b3bb266c82b3157d
Source dataset
uspto-grants-1977_01
Patent number
US04005202

Reaction notes

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