Ammonia → N-(3-Amino-2-oxoazetidin-3-yl)-2-phenoxyacetamide
Reaction equation
CS([C:4]1([NH:9][C:10](=[O:19])[CH2:11][O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:7][NH:6][C:5]1=[O:8])=O.[NH3:20]>O1CCCC1>[NH2:20][C:4]1([NH:9][C:10](=[O:19])[CH2:11][O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:7][NH:6][C:5]1=[O:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The sulphoxide (26) (186 mg) in dry tetrahydrofuran (6 ml) was treated with dry ammonia gas (14.8 ml) and the mixture stirred at room temperature for 3 days. The solvent was evaporated and the residue chromatographed on silica gel to give the product, (27) (113 mg).
Workup
- customThe solvent was evaporated
- customthe residue chromatographed on silica gel
Sources & evidence
- ORD record
- ord-2e7f3a9433ff41fc8155df2b3a25c3a1
- Source dataset
- uspto-grants-1987_03
- Patent number
- US04647558
Reaction notes
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