Hydrochloric Acid → HCID 131716438, compound

HRID 2107821Notes

Reaction equation

HRID 2107821 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:25][OH:26])[C:8]([NH:10][CH:11]2[C:23](=[O:24])[N:13]3[C:14]([C:20]([OH:22])=[O:21])=[C:15]([CH:18]=[CH2:19])[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[ClH:27]>O>[ClH:27].[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:25][OH:26])[C:8]([NH:10][CH:11]2[C:23](=[O:24])[N:13]3[C:14]([C:20]([OH:22])=[O:21])=[C:15]([CH:18]=[CH2:19])[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131714458HCID 131714458, compound

Product 1

HCID 131716438HCID 131716438, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of 7-[2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3-vinyl-3-cephem-4-carboxylic acid (syn isomer)(4.26 g) in water (26 ml) was added conc. hydrochloric acid (4.26 ml) at room temperature, then the mixture was stirred under ice-cooling for 1 hour. The solvent was removed by decantation and resultant oily precipitates were triturated with diethyl ether, acetone and n-hexane. The resultant powder was collected by filtration to give 7-[2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3-vinyl-3-cephem-4-carboxylic acid hydrochloride (syn isomer)(4.30 g).

Workup

  1. temperaturecooling for 1 hour
  2. customThe solvent was removed by decantation
  3. customresultant oily precipitates
  4. customwere triturated with diethyl ether, acetone and n-hexane
  5. filtrationThe resultant powder was collected by filtration

Sources & evidence

ORD record
ord-40bfd9995a9846bfabf93236738bec88
Source dataset
uspto-grants-1990_06
Patent number
US04935507

Reaction notes

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