Methanol → 4-[(1H-Imidazol-2-yl)sulfanyl]benzene-1,2-diamine

HRID 1415532Notes

Reaction equation

HRID 1415532 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([S:8][C:9]2[NH:10][CH:11]=[CH:12][N:13]=2)[CH:5]=[CH:4][C:3]=1[N+:14]([O-])=O.CO>[Fe].O>[NH2:14][C:3]1[CH:4]=[CH:5][C:6]([S:8][C:9]2[NH:13][CH:12]=[CH:11][N:10]=2)=[CH:7][C:2]=1[NH2:1]

Participants

5

Reactant 2

HCID 887MethanolHCID 214827775-[(1H-Imidazol-2-yl)sulfanyl]-2-nitroaniline

Product 1

HCID 214827834-[(1H-Imidazol-2-yl)sulfanyl]benzene-1,2-diamine

Reagents, catalysts & solvents 2

HCID 23925IronCatalyst2×HCID 962WaterSolvent

Procedure

A mixture of 2.6 g. of 2-amino-4-(imidazol-2-ylthio)-1-nitrobenzene, 2.6 g. of iron powder and 1.3 g. ferrous sulfate in 200 ml. methanol and 50 ml. water is refluxed for 2 hours. An additional 2.6 g. of iron is added and refluxing continued for 2 hours. The mixture is filtered and the filtrate stripped to yield 1,2-diamino-4-(imidazol-2-ylthio)benzene.

Workup

  1. additionA mixture of 2.6 g
  2. temperaturerefluxing
  3. filtrationThe mixture is filtered

Sources & evidence

ORD record
ord-1acd74c011804efaad08afa135c41f42
Source dataset
uspto-grants-1977_01
Patent number
US04005202

Reaction notes

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