N-methylbenzohydrazide → N-methylbenzoselenohydrazide
Reaction equation
[CH3:1][N:2]([C:4](=O)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[NH2:3].C1C=CC(P2([Se]P(C3C=CC=CC=3)(=[Se])[Se]2)=[Se:19])=CC=1>C1(C)C=CC=CC=1>[CH3:1][N:2]([C:4](=[Se:19])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[NH2:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of N-methylbenzohydrazide (450 mg, 3.0 mmol) and the Woollins' Reagent (540 mg, 1 mmol) in anhydrous toluene (10 ml), was heated at 120° C. for Ih. The resulting orange solution was cooled to room temperature, the solvent was removed in vacuo and the selenoamide purified by column chromatography on silica gel (3:1 Hexane:EtOAc) and to give N-methylbenzoselenohydrazide (415 mg) in 65% yield.
Workup
- customthe solvent was removed in vacuo
- customthe selenoamide purified by column chromatography on silica gel (3:1 Hexane:EtOAc)
Sources & evidence
- ORD record
- ord-9dccb36e76e740d6baae2c152a49a0c9
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08093425B2
Reaction notes
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