Sodium Thiosulfate → 8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[(phenylsulfonyl)acetyl]hydrazide
Reaction equation
C1(S[CH2:8][C:9]([NH:11][NH:12][C:13]([N:15]2[CH2:21][C:20]3[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=3[O:18][C:17]3[CH:26]=[CH:27][C:28]([Cl:30])=[CH:29][C:16]2=3)=[O:14])=[O:10])C=CC=CC=1.Cl[C:32]1[CH:33]=[C:34]([CH:39]=[CH:40][CH:41]=1)C(OO)=O.[S:42]([O-:46])([O-])(=[O:44])=S.[Na+].[Na+]>ClCCl>[C:32]1([S:42]([CH2:8][C:9]([NH:11][NH:12][C:13]([N:15]2[CH2:21][C:20]3[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=3[O:18][C:17]3[CH:26]=[CH:27][C:28]([Cl:30])=[CH:29][C:16]2=3)=[O:14])=[O:10])(=[O:46])=[O:44])[CH:33]=[CH:34][CH:39]=[CH:40][CH:41]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of 2.0 g (4.5 mmole) of the title product of Example 2 in 40 ml of cold (ca. 0°) dichloromethane was added 1.94 g (9.1 mmole) of 81% m-chloroperoxybenzoic acid. After about ninety minutes, 10 ml of saturated aqueous sodium thiosulfate was added. The mixture was washed sequentially with three portions of saturated aqueous sodium bicarbonate and three portions of water. The organic phase was dried over sodium sulfate, filtered, and concentrated in vacuo to give the title compound, m.p. 180°-183°.
Workup
- waitAfter about ninety minutes
- washThe mixture was washed sequentially with three portions of saturated aqueous sodium bicarbonate and three portions of water
- dry with materialThe organic phase was dried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-9cd177f73bce47a08b9595a98ed7d5c8
- Source dataset
- uspto-grants-1987_07
- Patent number
- US04681939
Reaction notes
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