Hydrochloric Acid → HCID 88738438, compound

HRID 1164563Notes

Reaction equation

HRID 1164563 reaction equation
C([NH:3][C:4]1[S:5][CH:6]=[C:7]([C:9](=[O:36])[C:10]([NH:12][CH:13]2[C:34](=[O:35])[N:15]3[C:16]([C:21]([O:23][CH2:24][C:25]4[CH:30]=[CH:29][C:28]([N+:31]([O-:33])=[O:32])=[CH:27][CH:26]=4)=[O:22])=[C:17]([OH:20])[CH2:18][S:19][C@H:14]23)=[O:11])[N:8]=1)=O.[ClH:37]>CO>[ClH:37].[NH2:3][C:4]1[S:5][CH:6]=[C:7]([C:9](=[O:36])[C:10]([NH:12][CH:13]2[C:34](=[O:35])[N:15]3[C:16]([C:21]([O:23][CH2:24][C:25]4[CH:26]=[CH:27][C:28]([N+:31]([O-:33])=[O:32])=[CH:29][CH:30]=4)=[O:22])=[C:17]([OH:20])[CH2:18][S:19][C@H:14]23)=[O:11])[N:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 88737415HCID 88737415, compound

Product 1

HCID 88738438HCID 88738438, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-nitrobenzyl 7-[2-(2-formamidothiazol-4-yl)glyoxyloylamino]-3-hydroxy-3-cephem-4-carboxylate (0.7 g) and conc.hydrochloric acid (0.23 g) in methanol (10 ml) was stirred at room temperature for 3 hours. The solvent was evaporated in vacuo and the residue was triturated with diisopropyl ether. The precipitates were collected by filtration and washed with diisopropyl ether to give 4-nitrobenzyl 7-[2-(2-aminothiazol-4-yl)glyoxyloylamino]-3-hydroxy-3-cephem-4-carboxylate hydrochloride (0.6 g).

Workup

  1. customThe solvent was evaporated in vacuo
  2. customthe residue was triturated with diisopropyl ether
  3. filtrationThe precipitates were collected by filtration
  4. washwashed with diisopropyl ether

Sources & evidence

ORD record
ord-66bc75f47a0c49afbd2b8a59e68b9056
Source dataset
uspto-grants-1983_01
Patent number
US04370326

Reaction notes

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