Hydrochloric Acid → 7-Amino-3-methoxyiminomethyl-3-cephem-4-carboxylic acid

HRID 2250826Notes

Reaction equation

HRID 2250826 reaction equation
Cl.[CH3:2][O:3][NH2:4].[NH2:5][C@@H:6]1[C:13](=[O:14])[N:12]2[C@@H:7]1[S:8][CH2:9][C:10]([CH:18]=O)=[C:11]2[C:15]([OH:17])=[O:16]>O>[NH2:5][CH:6]1[C:13](=[O:14])[N:12]2[C:11]([C:15]([OH:17])=[O:16])=[C:10]([CH:18]=[N:4][O:3][CH3:2])[CH2:9][S:8][C@H:7]12

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4113O-MethylhydroxylamineHCID 15385898(6R,7R)-7-amino-3-formyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Product 1

HCID 1317104987-Amino-3-methoxyiminomethyl-3-cephem-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 0.5 g of the hydrochloride of O-methylhydroxylamine in 10 ml of water is treated under stirring at 0° with 1.38 g of 7-amino-3-formyl-3-cephem-4-carboxylic acid and stirred for ca. 8 hours at 0°. 7-Amino-3-[(methoxyimino)methyl]-3-cephem-4-carboxylic acid precipitates in form of almost white crystals, which are filtered off, washed with 5 ml of cold water and 5 ml of acetone and dried.

Workup

  1. custom7-Amino-3-[(methoxyimino)methyl]-3-cephem-4-carboxylic acid precipitates in form of almost white crystals, which
  2. filtrationare filtered off
  3. washwashed with 5 ml of cold water and 5 ml of acetone
  4. customdried

Sources & evidence

ORD record
ord-ebc41becbcc74252b90eb68137909926
Source dataset
uspto-grants-2008_01
Patent number
US07317101B2

Reaction notes

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