7-Aminocephalosporanic acid → HCID 20536858, compound

HRID 1156146Notes

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.[NH2:19][N:20]1[C:24]([N:25]2[C:29]([CH3:30])=[CH:28][C:27]([CH3:31])=[N:26]2)=[N:23][N:22]=[C:21]1[SH:32].C(=O)(O)[O-].[Na+]>>[NH2:13][CH:10]1[C:11](=[O:12])[N:8]2[CH:9]1[S:14][CH2:15][C:6]([CH2:5][S:32][C:21]1[N:20]([NH2:19])[C:24]([N:25]3[C:29]([CH3:30])=[CH:28][C:27]([CH3:31])=[N:26]3)=[N:23][N:22]=1)=[C:7]2[C:16]([OH:18])=[O:17]

Participants

Reactant 3

HCID 4413287-Aminocephalosporanic acid

HCID 516892Sodium Bicarbonate

HCID 178426377HCID 178426377, compound

Product 1

HCID 20536858HCID 20536858, compound

Procedure

A 1.36 g. portion of 7-aminocephalosporanic acid, 1.05 g. of 4-amino-5-(3,5-dimethyl-1-pyrazolyl)-4H-1,2,4-triazole-3-thiol and 0.84 g. of sodium bicarbonate are reacted by the procedure of Example 1, giving the desired product, I.R. 5.60μ (β-lactam carbonyl).

Sources & evidence

ORD record: ord-62f13dc5473e4fe795907596f6d5cd21
Source dataset: uspto-grants-1982_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04334062

Reaction notes

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