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

HRID 1905653Notes

Reaction equation

HRID 1905653 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-2e7f3a9433ff41fc8155df2b3a25c3a1
Source dataset
uspto-grants-1987_03
Patent number
US04647558

Reaction notes

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