2-Methoxyimino-2-(1,2,3-thiadiazol-4-yl)acetic acid → HCID 131712192, compound

HRID 1703031Notes

Reaction equation

[CH3:1][O:2][N:3]=[C:4]([C:8]1[N:9]=[N:10][S:11][CH:12]=1)[C:5]([OH:7])=O.[NH2:13][CH:14]1[C:36](=[O:37])[N:16]2[C:17]([C:33]([OH:35])=[O:34])=[C:18]([CH2:21][S:22][C:23]3[N:27]([CH2:28][CH2:29][N:30]([CH3:32])[CH3:31])[N:26]=[N:25][N:24]=3)[CH2:19][S:20][C@H:15]12>>[CH3:1][O:2][N:3]=[C:4]([C:8]1[N:9]=[N:10][S:11][CH:12]=1)[C:5]([NH:13][CH:14]1[C:36](=[O:37])[N:16]2[C:17]([C:33]([OH:35])=[O:34])=[C:18]([CH2:21][S:22][C:23]3[N:27]([CH2:28][CH2:29][N:30]([CH3:32])[CH3:31])[N:26]=[N:25][N:24]=3)[CH2:19][S:20][C@H:15]12)=[O:7]

Participants

Reactant 2

HCID 543473402-Methoxyimino-2-(1,2,3-thiadiazol-4-yl)acetic acid

HCID 70527001HCID 70527001, compound

Product 1

HCID 131712192HCID 131712192, compoundYield 26.6%

Procedure

2-Methoxyimino-2-(1,2,3-thiadiazol-4-yl)acetic acid (syn isomer) (350 mg.) and 7-amino-3-[1-(2-dimethylaminoethyl)-1H-tetrazol-5-yl]thiomethyl-3-cephem-4-carboxylic acid (600 mg.) were reacted according to similar manners to those of Examples 12 and 15 to give 7-[2methoxyimino-2-(1,2,3-thiadiazol-4-yl)acetamido]-3-[1-(2-dimethylaminoethyl)-1H-tetrazol-5-yl]thiomethyl-3-cephem-4-carboxylic acid (syn isomer) (230 mg.).

Sources & evidence

ORD record: ord-9136744bebc248fdbad21fc75b193786
Source dataset: uspto-grants-1982_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04350693

Reaction notes

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