Hydrochloric Acid → HCID 131712779, compound

HRID 1902968Notes

Reaction equation

HRID 1902968 reaction equation
C([NH:3][C:4]1[S:5][CH:6]=[C:7]([C:9](=[N:34][O:35][CH2:36][CH2:37][CH2:38][NH:39]C(OC(C)(C)C)=O)[C:10]([NH:12][CH:13]2[C:32](=[O:33])[N:15]3[C:16]([C:29]([OH:31])=[O:30])=[C:17]([CH2:20][S:21][C:22]4[N:26]([NH2:27])[C:25]([CH3:28])=[N:24][N:23]=4)[CH2:18][S:19][C@H:14]23)=[O:11])[N:8]=1)=O.[ClH:47]>CO>[ClH:47].[ClH:47].[ClH:47].[NH2:3][C:4]1[S:5][CH:6]=[C:7]([C:9](=[N:34][O:35][CH2:36][CH2:37][CH2:38][NH2:39])[C:10]([NH:12][CH:13]2[C:32](=[O:33])[N:15]3[C:16]([C:29]([OH:31])=[O:30])=[C:17]([CH2:20][S:21][C:22]4[N:26]([NH2:27])[C:25]([CH3:28])=[N:24][N:23]=4)[CH2:18][S:19][C@H:14]23)=[O:11])[N:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131712781HCID 131712781, compound

Product 1

HCID 131712779HCID 131712779, compoundYield 85.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 7-[2-(2-formamidothiazol-4-yl)-2-(3-tert-butoxycarbonylaminopropoxyimino)acetamido]-3-(4-amino-5-methyl-4H-1,2,4-triazol-3-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer, 1.45 g.), and conc. hydrochloric acid (1.1 g.) in methanol (10.2 ml.) was treated in a similar manner to that of Example 8-(2) to give 7-[2-(2-aminothiazol-4-yl)-2-(3-aminopropoxyimino)acetamido]-3-(4-amino-5-methyl-4H-1,2,4-triazol-3-yl)thiomethyl-3-cephem-4-carboxylic acid trihydrochloride (syn isomer, 1.21 g.)

Sources & evidence

ORD record
ord-2d9213da671e490f8c3b67410b5b6ebd
Source dataset
uspto-grants-1982_12
Patent number
US04366153

Reaction notes

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