Hydrochloric Acid → 7-(2-Methoxyimino-3-oxo-4-chlorobutyramido)-3-cephem-4-carboxylic acid

HRID 463433Notes

Reaction equation

HRID 463433 reaction equation
Cl.[CH3:2][O:3][N:4]=[C:5]([C:21](OCC)([O:24]CC)[CH2:22][Cl:23])[C:6]([NH:8][CH:9]1[C:19](=[O:20])[N:11]2[C:12]([C:16]([OH:18])=[O:17])=[CH:13][CH2:14][S:15][C@H:10]12)=[O:7]>C(Cl)Cl>[CH3:2][O:3][N:4]=[C:5]([C:21](=[O:24])[CH2:22][Cl:23])[C:6]([NH:8][CH:9]1[C:19](=[O:20])[N:11]2[C:12]([C:16]([OH:18])=[O:17])=[CH:13][CH2:14][S:15][C@H:10]12)=[O:7]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131712536HCID 131712536, compound

Product 1

HCID 1317125357-(2-Methoxyimino-3-oxo-4-chlorobutyramido)-3-cephem-4-carboxylic acidYield 44.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6N Hydrochloric acid (2.4 ml), 7-(2-methoxyimino-3,3-diethoxy-4-chlorobutyramido)-3-cephem-4-carboxylic acid (syn isomer, 301.5 mg) and methlene chloride (3 ml) were treated in a similar manner to that of Example 48 to give 7-(2-methoxyimino-3-oxo-4-chlorobutyramido)-3-cephem-4-carboxylic acid (syn isomer, 110.4 mg).

Sources & evidence

ORD record
ord-12363410da0043a59ddedc6237b05073
Source dataset
uspto-grants-1985_05
Patent number
US04518774

Reaction notes

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