7-Amino-3-azidomethyl-3-cephem-4-carboxylic acid → 7-(2-Methyl-1,3,4-thiadiazol-5-ylsulfinylacetamido)-3-azidomethyl-3-cephem-4-carboxylic acid

HRID 1389602Notes

Reaction equation

HRID 1389602 reaction equation
[CH3:1][CH:2]([S:6]([C:8]1[S:12][CH:11]=[N:10][N:9]=1)=[O:7])[C:3]([OH:5])=O.[NH2:13][CH:14]1[C:28](=[O:29])[N:16]2[C:17]([C:25]([OH:27])=[O:26])=[C:18]([CH2:21][N:22]=[N+:23]=[N-:24])[CH2:19][S:20][C@H:15]12>>[CH3:1][CH:2]([S:6]([C:8]1[S:12][CH:11]=[N:10][N:9]=1)=[O:7])[C:3]([NH:13][CH:14]1[C:28](=[O:29])[N:16]2[C:17]([C:25]([OH:27])=[O:26])=[C:18]([CH2:21][N:22]=[N+:23]=[N-:24])[CH2:19][S:20][C@H:15]12)=[O:5]

Participants

3

Reactant 2

HCID 128022197-Amino-3-azidomethyl-3-cephem-4-carboxylic acidHCID 202971262-Methyl-1,3,4-thiadiazol-5-ylsulfinylacetic acid

Product 1

HCID 1317120457-(2-Methyl-1,3,4-thiadiazol-5-ylsulfinylacetamido)-3-azidomethyl-3-cephem-4-carboxylic acid

Procedure

412 mg. of 2-methyl-1,3,4-thiadiazol-5-ylsulfinylacetic acid and 7-amino-3-azidomethyl-3-cephem-4-carboxylic acid were reacted in the same manner as described in Example 28 and 124 mg. of 7-(2-methyl-1,3,4-thiadiazol-5-ylsulfinylacetamido)-3-azidomethyl-3-cephem-4-carboxylic acid were obtained.

Sources & evidence

ORD record
ord-90e4d68fe92f47b7a63c16b11ed24495
Source dataset
uspto-grants-1981_01
Patent number
US04245107

Reaction notes

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