1-Chloro-2,4-Dinitrobenzene → Benzenethiol, 2,4-dinitro-

HRID 1075332Notes

Reaction equation

HRID 1075332 reaction equation
[SH-:1].[Na+].[N+:3]([C:6]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:7]=1Cl)([O-:5])=[O:4]>>[NH2:3][C:6]1[CH:11]=[C:10]([NH2:12])[CH:9]=[CH:8][C:7]=1[SH:1].[N+:3]([C:6]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:7]=1[SH:1])([O-:5])=[O:4]

Participants

4

Reactant 2

HCID 61-Chloro-2,4-DinitrobenzeneHCID 28015Sodium hydrosulfide

Product 2

HCID 75201Benzenethiol, 2,4-dinitro-HCID 209786492,4-Diaminobenzene-1-thiol

Procedure

Employing standard chemical reactions, the 2,4-diaminothiophenol was prepared by first reacting sodium hydrosulfide with 2,4-dinitrochlorobenzene to produce 2,4-dinitrophenylmercaptan. The 2,4-dinitrophenylmercaptan was reduced with zinc and hydrochloric acid to produce 2,4-diamino-thiophenol.

Sources & evidence

ORD record
ord-743bbabe279f4cd8b766c5b663d98620
Source dataset
uspto-grants-1983_07
Patent number
US04395527

Reaction notes

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