Ampicillin → Penicillin G

HRID 1576440Notes

Reaction equation

[CH3:1][C:2]1([CH3:24])[S:6][C@@H:5]2[C@H:7]([NH:10][C:11]([C@H:13](N)[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[O:12])[C:8](=[O:9])[N:4]2[C@H:3]1[C:21]([OH:23])=[O:22].ClC1C=CC(Cl)=CC=1C(N(C)C(Cl)=O)=O>>[CH3:1][C:2]1([CH3:24])[S:6][C@@H:5]2[C@H:7]([NH:10][C:11]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[O:12])[C:8](=[O:9])[N:4]2[C@H:3]1[C:21]([OH:23])=[O:22]

Participants

Reactant 2

HCID 6249Ampicillin

HCID 53646353HCID 53646353, compound

Product 1

HCID 5904Penicillin GYield 32%

Procedure

This penicilling was prepared from 28 parts by weight of ampicillin and 18.7 parts by weight of N-(2,5-dichlorobenzoyl)-N-methylcarbamic acid chloride, in the manner described in Example 107.

Sources & evidence

ORD record: ord-76b9e3c7af5b4a9c9df23cb621f5a22d
Source dataset: uspto-grants-1976_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03980792

Reaction notes

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