7-Aminocephalosporanic acid → HCID 178513879, compound

HRID 2049570Notes

Reaction equation

HRID 2049570 reaction equation
CC(O[CH2:5][C:6]1[CH2:15][S:14][C@@H:9]2[C@H:10]([NH2:13])[C:11](=[O:12])[N:8]2[C:7]=1[C:16]([OH:18])=[O:17])=O.[SH:19][C:20]1[NH:24][N:23]=[C:22]([CH2:25][C:26]([NH2:28])=[O:27])[N:21]=1>>[NH2:13][CH:10]1[C:11](=[O:12])[N:8]2[C:7]([C:16]([OH:18])=[O:17])=[C:6]([CH2:5][S:19][C:20]3[NH:24][N:23]=[C:22]([CH2:25][C:26](=[O:27])[NH2:28])[N:21]=3)[CH2:15][S:14][C@H:9]12

Participants

3

Reactant 2

HCID 4413287-Aminocephalosporanic acidHCID 178513880HCID 178513880, compound

Product 1

HCID 178513879HCID 178513879, compoundYield 58.4%

Procedure

7-ACA and 5-mercapto-1,2,4-triazol-3-ylacetamide were reacted as in example 23a to give the title compound, 58.4% yield; δ(CF3CO2H) 3.87 (2H, bs, C2 methylene), 4.38 (2H,s, --CH2CONH2), 4.55 (2H,bs, --CH2S--), 5.40 (2H,s, β-lactam protons), 7.1-7.8 (2H,m, --CONH2).

Sources & evidence

ORD record
ord-71f1d60b12414a53a36ca993afdd67d9
Source dataset
uspto-grants-1980_04
Patent number
US04198406

Reaction notes

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