Acetic Acid → 4-Chloro-thiobenzoic acid hydrazide
Reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([C:6](SCC(O)=O)=[S:7])=[CH:4][CH:3]=1.O.[NH2:16][NH2:17].C(O)(=O)C>[OH-].[Na+].C(Cl)Cl>[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([NH:16][NH2:17])=[S:7])=[CH:4][CH:3]=1Participants
6
Procedure
To a mixture of (4-chloro-thiobenzoylsulfanyl)-acetic acid (8.31 mmol) in 9 mL of NaOH (1N) is added hydrazine hydrate (36.7 mL). Glacial acetic acid (2.7 mL) is then added to the solution and the mixture is vigorously stirred. The reaction mixture is diluted with CH2Cl2 and the organic layer dried over MgSO4 to yield 4-chloro-thiobenzoic acid hydrazide: LC/MS (ES+) 186.9 (M+1)+.
Workup
- dry with materialthe organic layer dried over MgSO4
Sources & evidence
- ORD record
- ord-b99cc83e1a414d7ba05bd1fbf75332dc
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08158662B2
Reaction notes
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