Hydrochloric Acid → HCID 131713341, compound

HRID 905482Notes

Reaction equation

[C:1]([O:5][C:6]([CH:8]([O:10][N:11]=[C:12]([C:43]1[N:44]=[C:45]([NH:49]C=O)[S:46][C:47]=1[Cl:48])[C:13]([NH:15][CH:16]1[C:41](=[O:42])[N:18]2[C:19]([C:25]([O:27][CH:28]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[O:26])=[C:20]([CH:23]=[CH2:24])[CH2:21][S:22][C@H:17]12)=[O:14])[CH3:9])=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl>>[C:1]([O:5][C:6]([CH:8]([O:10][N:11]=[C:12]([C:43]1[N:44]=[C:45]([NH2:49])[S:46][C:47]=1[Cl:48])[C:13]([NH:15][CH:16]1[C:41](=[O:42])[N:18]2[C:19]([C:25]([O:27][CH:28]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)=[O:26])=[C:20]([CH:23]=[CH2:24])[CH2:21][S:22][C@H:17]12)=[O:14])[CH3:9])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 131713342HCID 131713342, compound

Product 1

HCID 131713341HCID 131713341, compoundYield 92.4%

Procedure

Benzhydryl 7-[2-(1-tert-butoxycarbonylethoxyimino)-2-(2-amino-5-chlorothiazol-4-yl)acetamido]-3-vinyl-3-cephem-4-carboxylate (syn isomer) (1.69 g) was prepared by reacting benzhydryl 7-[2-(1-tert-butoxycarbonylethoxyimino)-2-(2-formamido-5-chlorothiazol-4-yl)acetamido]-3-vinyl-3-cephem-4-carboxylate (syn isomer) (1.9 g) with conc. hydrochloric acid (0.8 g) according to a similar manner to that of Example 310.

Sources & evidence

ORD record: ord-2c78a3d09384433a98caa78ee1ab6e28
Source dataset: uspto-grants-1983_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04423213

Reaction notes

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