6-Aminopenicillanic acid → Acetophenone

HRID 1288418Notes

Reaction equation

HRID 1288418 reaction equation
C[C:2]1([CH3:14])S[C@@H]2[C@H](N)C(=O)N2[C@H:3]1[C:11]([OH:13])=O.CC(O[CH2:19][C:20]1CS[C@@H]2[C@H](N)C(=O)N2[C:21]=1C(O)=O)=O.[CH3:33]C1CS[C@@H]2[C@H](N)C(=O)N2C=1C(O)=O>>[C:11]([C:3]1[CH:2]=[CH:14][CH:21]=[CH:20][CH:19]=1)(=[O:13])[CH3:33]

Participants

4

Reactant 3

HCID 110826-Aminopenicillanic acidHCID 334987-Aminodeacetoxycephalosporanic acidHCID 4413287-Aminocephalosporanic acid

Product 1

HCID 7410Acetophenone

Procedure

The 6-substituted penicillins and the 7-substituted cephalosporins represented by the Formula I are prepared by reacting an ester of 6-aminopenicillanic acid, 7-aminocephalosporanic acid or 7-aminodeacetoxycephalosporanic acid with an aromatic aldehyde or an acetophenone to provide a 6-iminopenicillanic acid ester or a 7-iminocephalosporin ester.

Workup

  1. customare prepared

Sources & evidence

ORD record
ord-1aa15118a4624bafb3840cf62c038a90
Source dataset
uspto-grants-1976_10
Patent number
US03988325

Reaction notes

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