Methanol → 4-[(3-Chloropropyl)sulfanyl]benzene-1,2-diamine
Reaction equation
[N+:1]([C:4]1[CH:10]=[C:9]([S:11][CH2:12][CH2:13][CH2:14][Cl:15])[CH:8]=[CH:7][C:5]=1[NH2:6])([O-])=O.CO.S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[NH2:6][C:5]1[CH:7]=[CH:8][C:9]([S:11][CH2:12][CH2:13][CH2:14][Cl:15])=[CH:10][C:4]=1[NH2:1]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
6 G of 2nitro-4-(3-chloropropylthio)aniline is treated in 120 ml. methanol and 120 ml. of water with 30 g. of sodium hydrosulfite (Na2S2O4) on the steam bath for about 5 minutes. The reaction mixture is concentrated under vacuum and extracted well with chloroform. Evaporation of the dried extract affords 1,2-diamino-4-(3-chloropropylthio)benzene.
Workup
- concentrationThe reaction mixture is concentrated under vacuum
- extractionextracted well with chloroform
- customEvaporation of the dried
- extractionextract
Sources & evidence
- ORD record
- ord-ae91a47ac2e34020b8af3ac2ce5a04d6
- Source dataset
- uspto-grants-1977_03
- Patent number
- US04011320
Reaction notes
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