Hydrochloric Acid → HCID 131717327, compound

HRID 1031222Notes

Reaction equation

HRID 1031222 reaction equation
[NH2:1][C:2]1[S:6][N:5]=[C:4]([C:7](=[N:33][O:34][C:35]([C:38]([OH:40])=[O:39])([CH3:37])[CH3:36])[C:8]([NH:10][C@@H:11]2[C:31](=[O:32])[N:13]3[C:14]([C:28]([O-:30])=[O:29])=[C:15]([CH2:18][N+:19]4[N:20]([CH2:25][CH2:26][OH:27])[C:21]([NH2:24])=[CH:22][CH:23]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:3]=1.[ClH:41]>O>[ClH:41].[NH2:1][C:2]1[S:6][N:5]=[C:4]([C:7](=[N:33][O:34][C:35]([C:38]([OH:40])=[O:39])([CH3:37])[CH3:36])[C:8]([NH:10][C@@H:11]2[C:31](=[O:32])[N:13]3[C:14]([C:28]([O-:30])=[O:29])=[C:15]([CH2:18][N+:19]4[N:20]([CH2:25][CH2:26][OH:27])[C:21]([NH2:24])=[CH:22][CH:23]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131717329HCID 131717329, compound

Product 1

HCID 131717327HCID 131717327, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 7β-[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(1-carboxy-1-methylethoxyimino)acetamido]-3-[3-amino-2-(2-hydroxyethyl)-1-pyrazolio]methyl-3-cephem-4-carboxylate (syn-isomer) (10 g) in water (10 ml) is adjusted to pH 1.0 with 2N-hydrochloric acid at 20° C. with stirring. The resulting solution is further stirred at the same temperature for 2 hours and the resultant crystals are collected by filtration and dried to give crystals of 7β-[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(1-carboxy-1-methylethoxyimino)acetamido]-3-[3-amino-2-(2-hydroxyethyl)-1-pyrazolio]methyl-3-cephem-4-carboxylate hydrochloride (syn-isomer) (6.7 g).

Workup

  1. stirringThe resulting solution is further stirred at the same temperature for 2 hours
  2. filtrationthe resultant crystals are collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-b2d53c124f9e46dd83c8042c54cab771
Source dataset
uspto-grants-1992_04
Patent number
US05109130

Reaction notes

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