Dichloromethane → HCID 13799792, compound
Reaction equation
[CH3:1][C:2]([NH:6][S:7]([CH2:10][CH2:11][CH2:12][Cl:13])(=[O:9])=[O:8])([CH3:5])[C:3]#[N:4].[Cl:14][CH:15]([S:20]Cl)[C:16](Cl)([Cl:18])[Cl:17].[OH-].[Na+].C(Cl)[Cl:25]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.O>[Cl:25][C:15]([Cl:14])([S:20][N:6]([C:2]([C:3]#[N:4])([CH3:1])[CH3:5])[S:7]([CH2:10][CH2:11][CH2:12][Cl:13])(=[O:8])=[O:9])[CH:16]([Cl:18])[Cl:17]Participants
7
Procedure
To a stirred mixture of 2.25 g (0.01 mole) 2-methyl-2-(3-chloropropylsulfonamido)propionitrile (the product of Example 35) and 2.87 g (0.011 mole) tetrachloroethylsulfenyl chloride with 0.1 g benzyltriethylammonium chloride in 100 ml methylene chloride, 0.48 g [(0.012 mole) 0.96 g as a 50% weight/weight solution] sodium hydroxide dissolved in 20 ml water was added slowly. The reaction mixture was stirred for three hours. The mixture was washed three times with 100 ml water. The organic layers were dried over calcium sulfate and evaporated to give a dark brown oil which crystallized upon standing overnight. The crystals were washed with hexane to give the above-identified product, as a brown solid, melting point 68°-71° C.
Workup
- additionwas added slowly
- washThe mixture was washed three times with 100 ml water
- dry with materialThe organic layers were dried over calcium sulfate
- customevaporated
- customto give a dark brown oil which
- customcrystallized
- waitupon standing overnight
- washThe crystals were washed with hexane
- customto give the above-identified product
Sources & evidence
- ORD record
- ord-2d4d96b7de5843a2be97d7e55488460c
- Source dataset
- uspto-grants-1987_03
- Patent number
- US04652556
Reaction notes
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