Acetone → HCID 131716388, compound

HRID 373435Notes

Reaction equation

HRID 373435 reaction equation
[I-].OC1C=CC=CC=1C=[N:6][C@@H:7]1[C:40](=[O:41])[N:9]2[C:10]([C:24]([O:26]C(C3C=CC=CC=3)C3C=CC=CC=3)=[O:25])=[C:11]([CH2:14][N+:15]3[N:16]([CH3:23])[C:17]([NH:20][CH:21]=[O:22])=[CH:18][CH:19]=3)[CH2:12][S:13][C@H:8]12.[ClH:46].CC(C)=O.C(OCC)(=O)C>C(Cl)Cl.C(O)=O>[ClH:46].[NH2:6][C@@H:7]1[C:40](=[O:41])[N:9]2[C:10]([C:24]([O-:26])=[O:25])=[C:11]([CH2:14][N+:15]3[N:16]([CH3:23])[C:17]([NH:20][CH:21]=[O:22])=[CH:18][CH:19]=3)[CH2:12][S:13][C@H:8]12

Participants

7

Reactant 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 137225456HCID 137225456, compound

Product 1

HCID 131716388HCID 131716388, compoundYield 100.4%

Reagents, catalysts & solvents 2

HCID 284Formic AcidSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of benzhydryl 7β-(2-hydroxybenzylideneamino)-3-(3-formamido-2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate iodide (170 g) in methylene chloride and formic acid was added 35% hydrochloric acid (24.65 g). The mixture was stirred for 3 hours at 25°~30° C. and added dropwise into the mixture of acetone (1700 ml) and ethyl acetate (3400 ml). The resulting precipitate was collected by filtration and dried in vacuo to give 7β-amino-3-(3-formamido-2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate hydrochloride (86.7 g).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. customdried in vacuo

Sources & evidence

ORD record
ord-749429d1d575470bb5a9d4b5585925a2
Source dataset
uspto-grants-1992_11
Patent number
US05162520

Reaction notes

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