Hydrochloric Acid → HCID 67894920, compound

HRID 1731707Notes

Reaction equation

HRID 1731707 reaction equation
OC1C=CC=CC=1C=[N:5][CH:6]1[C:39](=[O:40])[N:8]2[C:9]([C:23]([O:25][CH:26]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[O:24])=[C:10]([CH2:13][S:14]/[CH:15]=[CH:16]\[C:17]3[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=3)[CH2:11][S:12][C@H:7]12.[ClH:45]>C(OCC)(=O)C>[ClH:45].[ClH:45].[NH2:5][CH:6]1[C:39](=[O:40])[N:8]2[C:9]([C:23]([O:25][CH:26]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)=[O:24])=[C:10]([CH2:13][S:14]/[CH:15]=[CH:16]\[C:17]3[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=3)[CH2:11][S:12][C@H:7]12

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 136447353HCID 136447353, compound

Product 1

HCID 67894920HCID 67894920, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of benzhydryl 7-(2-hydroxybenzylideneamino)-3-[(Z)-2-(3-pyridyl)vinylthiomethyl]-3-cephem-4-carboxylate (2.3 g) in ethyl acetate (46 ml) was added concentrated hydrochloric acid (1 ml) at ambient temperature and the mixture was stirred for 30 minutes to give a precipitate of a viscous oil. The upper layer was removed by decantation and the resultant oil was triturated with a mixture of ethanol and diethyl ether to give benzhydryl 7-amino-3-[(Z)-2-(3-pyridyl)vinylthiomethyl]-3-cephem-4-carboxylate dihydrochloride (2.2 g).

Workup

  1. customto give a precipitate of a viscous oil
  2. customThe upper layer was removed by decantation
  3. customthe resultant oil was triturated with a mixture of ethanol and diethyl ether

Sources & evidence

ORD record
ord-e8d9c746e8c440fea48768ee36a690b4
Source dataset
uspto-grants-1986_11
Patent number
US04622318

Reaction notes

Loading…