Hydrochloric Acid → 7-[2-(2-Amino-5-bromothiazol-4-yl)-2-methoxyiminoacetamido]-2-methyl-3-cephem-4-carboxylic acid hydrochloride

HRID 568858Notes

Reaction equation

HRID 568858 reaction equation
C([NH:3][C:4]1[S:5][C:6]([Br:29])=[C:7]([C:9](=[N:26][O:27][CH3:28])[C:10]([NH:12][CH:13]2[C:24](=[O:25])[N:15]3[C:16]([C:21]([OH:23])=[O:22])=[CH:17][CH:18]([CH3:20])[S:19][C@H:14]23)=[O:11])[N:8]=1)=O.[ClH:30]>>[ClH:30].[NH2:3][C:4]1[S:5][C:6]([Br:29])=[C:7]([C:9](=[N:26][O:27][CH3:28])[C:10]([NH:12][CH:13]2[C:24](=[O:25])[N:15]3[C:16]([C:21]([OH:23])=[O:22])=[CH:17][CH:18]([CH3:20])[S:19][C@H:14]23)=[O:11])[N:8]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 1317153637-[2-(2-Formamido-5-bromothiazol-4-yl)-2-methoxyiminoacetamido]-2-methyl-3-cephem-4-carboxylic acid

Product 1

HCID 1317153647-[2-(2-Amino-5-bromothiazol-4-yl)-2-methoxyiminoacetamido]-2-methyl-3-cephem-4-carboxylic acid hydrochloride

Procedure

7-[2-(2-Formamido-5-bromothiazol-4-yl)-2-methoxyiminoacetamido]-2-methyl-3-cephem-4-carboxylic acid (syn isomer, 1.8 g.) was treated with conc. hydrochloric acid (0.89 ml.) in a similar manner to that of Example 1-(2) to give 7-[2-(2-amino-5-bromothiazol-4-yl)-2-methoxyiminoacetamido]-2-methyl-3-cephem-4-carboxylic acid hydrochloride (syn isomer, 1.8 g.).

Sources & evidence

ORD record
ord-13116997fa0a40f390fec67a91480487
Source dataset
uspto-grants-1988_03
Patent number
US04729991

Reaction notes

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