7-Amino-3-(1,3,4-thiadiazol-2-ylthiomethyl)-3cephem-4-carboxylic acid → HCID 131712187, compound

HRID 1703016Notes

Reaction equation

HRID 1703016 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:8]1[CH:12]=[N:11][S:10][N:9]=1)[C:5]([OH:7])=O.[NH2:13][CH:14]1[C:31](=[O:32])[N:16]2[C:17]([C:28]([OH:30])=[O:29])=[C:18]([CH2:21][S:22][C:23]3[S:24][CH:25]=[N:26][N:27]=3)[CH2:19][S:20][C@H:15]12>>[CH3:1][O:2][N:3]=[C:4]([C:8]1[CH:12]=[N:11][S:10][N:9]=1)[C:5]([NH:13][CH:14]1[C:31](=[O:32])[N:16]2[C:17]([C:28]([OH:30])=[O:29])=[C:18]([CH2:21][S:22][C:23]3[S:24][CH:25]=[N:26][N:27]=3)[CH2:19][S:20][C@H:15]12)=[O:7]

Participants

3

Reactant 2

HCID 128891877-Amino-3-(1,3,4-thiadiazol-2-ylthiomethyl)-3cephem-4-carboxylic acidHCID 54447220HCID 54447220, compound

Product 1

HCID 131712187HCID 131712187, compoundYield 60.1%

Procedure

2-Methoxyimino-2-(1,2,5-thiadiazol-3-yl)acetic acid (anti isomer) (1.87 g.) and 7-amino-3-(1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid (3.3 g.) were reacted according to a similar manner to that of Example 1(b) to give powder of 7-[2-methoxyimino-2-(1,2,5-thiadiazol-3-yl)acetamido]-3-(1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid (anti isomer) (3.0 g.), mp 115° to 120° C. (dec.).

Sources & evidence

ORD record
ord-b8e54fed062f465fb5c44f512e46e636
Source dataset
uspto-grants-1982_09
Patent number
US04350693

Reaction notes

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