Hydrochloric Acid → HCID 131712708, compound

HRID 2286289Notes

Reaction equation

HRID 2286289 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:31]1[N:32]=[C:33]([NH:36]C=O)[S:34][CH:35]=1)[C:5]([NH:7][CH:8]1[C:29](=[O:30])[N:10]2[C:11]([C:26]([OH:28])=[O:27])=[C:12]([CH2:15][O:16][C:17]([N:19]3[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]3)=[O:18])[CH2:13][S:14][C@H:9]12)=[O:6].FC(F)(F)C([O-])=O.[ClH:46]>CO>[ClH:46].[ClH:46].[CH3:1][O:2][N:3]=[C:4]([C:31]1[N:32]=[C:33]([NH2:36])[S:34][CH:35]=1)[C:5]([NH:7][CH:8]1[C:29](=[O:30])[N:10]2[C:11]([C:26]([OH:28])=[O:27])=[C:12]([CH2:15][O:16][C:17]([N:19]3[CH2:20][CH2:21][N:22]([CH3:25])[CH2:23][CH2:24]3)=[O:18])[CH2:13][S:14][C@H:9]12)=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 84468TrifluoroacetateHCID 131712706HCID 131712706, compound

Product 1

HCID 131712708HCID 131712708, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 7-[2-methoxyimino-2-(2-formamidothiazol-4-yl)acetamido]-3-(4-methyl-1-piperazinyl)carbonyloxymethyl-3-cephem-4-carboxylic acid.trifluoroacetate (syn isomer)(1.0 g) in methanol (20 ml) was added conc.hydrochloric acid (0.62 ml) followed by stirring for 2 hours at ambient temperature. The reaction mixture was evaporated and the residue was pulverized in ethyl acetate, collected by filtration, washed with ethyl acetate and diethyl ether and then dried to give 7-[2-methoxyimino-2-(2-aminothiazol-4-yl)acetamido]-3-(4-methyl-1-piperazinyl)carbonyloxymethyl-3-cephem-4-carboxylic acid.dihydrochloride (syn isomer).

Workup

  1. customThe reaction mixture was evaporated
  2. filtrationcollected by filtration
  3. washwashed with ethyl acetate and diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-3ef780b5f0f7492f97cd899a292546f6
Source dataset
uspto-grants-1982_04
Patent number
US04327093

Reaction notes

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