Sulfuric Acid → Benzenesulfonic acid, 3,4-diamino-
Reaction equation
[C:1]1([NH2:8])[C:2]([NH2:7])=[CH:3][CH:4]=[CH:5][CH:6]=1.[S:9](=O)(=[O:12])([OH:11])[OH:10]>>[NH2:7][C:2]1[CH:3]=[C:4]([S:9]([OH:12])(=[O:11])=[O:10])[CH:5]=[CH:6][C:1]=1[NH2:8]Participants
3
Conditions
- Temperature
- 140 °C
Procedure
The solution of benzene-1,2-diamine (5 g, 46.24 mmol) in sulfuric acid (conc, 80 mL) was stirred for 30 min at room temperature and then heated to 140° C. overnight. The reaction mixture was cooled to room temperature and quenched by the addition of ice-water (200 mL). The product was precipitated from water to afford 3,4-diaminobenzene-1-sulfonic acid as a white solid (4.3 g, 49%).
Workup
- temperatureThe reaction mixture was cooled to room temperature
- customquenched by the addition of ice-water (200 mL)
- customThe product was precipitated from water
Sources & evidence
- ORD record
- ord-9555b8b7e1b849ccba23933edf8c3fce
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08916561B2
Reaction notes
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