Ammonia → N-(3-Amino-2-oxoazetidin-3-yl)-2-phenoxyacetamide

HRID 2118553Notes

Reaction equation

HRID 2118553 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

HCID 222AmmoniaHCID 20162854HCID 20162854, compound

Product 1

HCID 20193893N-(3-Amino-2-oxoazetidin-3-yl)-2-phenoxyacetamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

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

  1. customThe solvent was evaporated
  2. customthe residue chromatographed on silica gel

Sources & evidence

ORD record
ord-575c2014c86a456c95df2053e717e5b5
Source dataset
uspto-grants-1987_07
Patent number
US04678782

Reaction notes

Loading…