1,4-Butane sultone → 4-Hydrazinylbutane-1-sulfonic acid
Reaction equation
[CH2:1]1[CH2:8][O:7][S:4](=[O:6])(=[O:5])[CH2:3][CH2:2]1.[H-].[NH2:10][NH2:11]>CO>[S:4]([CH2:3][CH2:2][CH2:1][CH2:8][NH:10][NH2:11])([OH:7])(=[O:6])=[O:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
103 ml of 1,4-butanesultone was added to 378 g of hydrazine hydride (80%) dropwise slowly, and stirred for 30 minutes at room temperature and for further 1 hour at 70° C. Water and hydrazine hydride were removed to obtain white crystals. These crystals were dispersed in 1.5 liters of methanol, and then refluxed for 1 hour and allowed to stand at room temperature. The crystals were collected, twice washed with 100 ml of methanol, and dried to obtain 115 g of 4-sulfobutylhydrazine. (m.p.: 152°-154° C.)
Workup
- customWater and hydrazine hydride were removed
- customto obtain white crystals
- temperaturerefluxed for 1 hour
- customto stand at room temperature
- customThe crystals were collected
- washtwice washed with 100 ml of methanol
- customdried
Sources & evidence
- ORD record
- ord-4194a6e7ab52414a8b9c3659d7dfaeba
- Source dataset
- uspto-grants-1989_01
- Patent number
- US04801521
Reaction notes
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