Acetone → HCID 70123336, compound

HRID 992681Notes

Reaction equation

HRID 992681 reaction equation
[NH2:1][C@@H:2]1[C:32](=[O:33])[N:4]2[C:5]([C:16]([O:18]C(C3C=CC=CC=3)C3C=CC=CC=3)=[O:17])=[C:6]([S:9][CH2:10][C:11]3[N:12]=[N:13][S:14][CH:15]=3)[CH2:7][S:8][C@H:3]12.[ClH:34].CC(C)=O.C(OCC)(=O)C>C(O)=O>[ClH:34].[NH2:1][C@@H:2]1[C:32](=[O:33])[N:4]2[C:5]([C:16]([OH:18])=[O:17])=[C:6]([S:9][CH2:10][C:11]3[N:12]=[N:13][S:14][CH:15]=3)[CH2:7][S:8][C@H:3]12

Participants

6

Reactant 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 70123395HCID 70123395, compound

Product 1

HCID 70123336HCID 70123336, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

To a solution of diphenylmethyl 7β-amino-3-[(1,2,3-thiadiazol-4-yl)methylthio]-3-cephem-4-carboxylate (4.68 g, 9.42 m mol) in formic acid (18.7 ml) was added conc. HCl (3.93 ml) at room temperature and the mixture was stirred at the same temperature for 1.5 hours. The mixture was poured into a cooled mixture of acetone (140 ml) and ethyl acetate (280 ml) and the precipitates were collected by filtration, washed with acetone and dried in vacuo to give 7β-amino-3-[(1,2,3-thiadiazol-4-yl)methylthio]-3-cephem-4-carboxylic acid hydrochloride (2.63 g).

Workup

  1. filtrationthe precipitates were collected by filtration
  2. washwashed with acetone
  3. customdried in vacuo

Sources & evidence

ORD record
ord-000609790cf940ba97902dcb565bdd97
Source dataset
uspto-grants-2002_10
Patent number
US06468995B1

Reaction notes

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