Hydrochloric Acid → 7-[2-(2-Aminothiazol-4-yl)-2-(4-aminomethylbenzyloxyimino)acetamido]-3-cephem-4-carboxylic acid dihydrochloride

HRID 745430Notes

Reaction equation

HRID 745430 reaction equation
C([NH:3][C:4]1[S:5][CH:6]=[C:7]([C:9](=[N:25][O:26][CH2:27][C:28]2[CH:33]=[CH:32][C:31]([CH2:34][NH:35]C(OC(C)(C)C)=O)=[CH:30][CH:29]=2)[C:10]([NH:12][CH:13]2[C:23](=[O:24])[N:15]3[C:16]([C:20]([OH:22])=[O:21])=[CH:17][CH2:18][S:19][C@H:14]23)=[O:11])[N:8]=1)=O.[ClH:43]>CO>[ClH:43].[ClH:43].[NH2:3][C:4]1[S:5][CH:6]=[C:7]([C:9](=[N:25][O:26][CH2:27][C:28]2[CH:29]=[CH:30][C:31]([CH2:34][NH2:35])=[CH:32][CH:33]=2)[C:10]([NH:12][CH:13]2[C:23](=[O:24])[N:15]3[C:16]([C:20]([OH:22])=[O:21])=[CH:17][CH2:18][S:19][C@H:14]23)=[O:11])[N:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131712353HCID 131712353, compound

Product 1

HCID 1317123547-[2-(2-Aminothiazol-4-yl)-2-(4-aminomethylbenzyloxyimino)acetamido]-3-cephem-4-carboxylic acid dihydrochlorideYield 70.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7-[2-(2-Formamidothiazol-4-yl)-2-(4-tert-butoxycarbonylaminomethylbenzyloxyimino)acetamido]-3-cephem-4-carboxylic acid (syn isomer, 1.4 g.), conc. hydrochloric acid (0.95 g.) and methanol (15 ml.) were treated in a similar manner to that of Example 4-(2) to give 7-[2-(2-aminothiazol-4-yl)-2-(4-aminomethyl benzyloxyimino)acetamido]-3-cephem-4-carboxylic acid dihydrochloride (syn isomer, 0.9 g.).

Sources & evidence

ORD record
ord-18bdb28dfca64269ac120dc96a98cb86
Source dataset
uspto-grants-1986_07
Patent number
US04598147

Reaction notes

Loading…