Hydrazine hydrate (1:1) → HCID 178503149, compound
Reaction equation
C[N:2](C)[CH:3]=[N:4][C:5](=O)[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([S:12][CH3:13])[CH:7]=1.O.[NH2:17]N>C(O)(=O)C>[CH3:13][S:12][C:8]1[CH:7]=[C:6]([C:5]2[N:4]=[CH:3][NH:2][N:17]=2)[CH:11]=[CH:10][CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 90 °C
Procedure
8 g of N-[1-dimethylaminomethylidene]-3-methylsulfanyl-benzamide were dissolved in 80 ml of glacial acetic acid. 2 ml of hydrazine hydrate were added and the mixture was heated to 90° C. for 2 h. The solvent was removed in vacuo. The crude product was purified by flash chromatography (300 g of silica gel; DCM/MOH, gradient from 100:0 to 95:5). 4.5 g of the title compound were obtained as an oil.
Workup
- customThe solvent was removed in vacuo
- customThe crude product was purified by flash chromatography (300 g of silica gel; DCM/MOH, gradient from 100:0 to 95:5)
Sources & evidence
- ORD record
- ord-40b7930593054956bcab91e75f6aa7bb
- Source dataset
- uspto-grants-2011_12
- Patent number
- US08076324B2
Reaction notes
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