N-[3-(bromoacetyl)phenyl]hexadecane-1-sulfonamide → Saccharin
Reaction equation
[S:1]1([C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:5](=[O:6])[NH:4]1)(=[O:3])=[O:2].[Na].C(S(NC1C=C(C(=O)CBr)C=CC=1)(=O)=O)CCCCCCCCCCCCCCC>CN(C)C=O.[Cl-].[Na+].O>[S:1]1([C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:5](=[O:6])[NH:4]1)(=[O:2])=[O:3]Participants
5
Procedure
A mixture of 4.5 g of sodium saccharin and 10 g of the product of Step B in 70 ml of dimethylformamide was stirred overnight at ambient temperature. The reaction mixture was poured in brine and icy water (about 600 ml) and the precipirated product was filtered, and recrystallized from 200 ml of methanol to give 12 g (100%) of Compound 24: mp 85.9° .
Workup
- filtrationicy water (about 600 ml) and the precipirated product was filtered
- customrecrystallized from 200 ml of methanol
Sources & evidence
- ORD record
- ord-511671a1512749448237ccf69a401d04
- Source dataset
- uspto-grants-1981_04
- Patent number
- US04263393
Reaction notes
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