Sodium Bicarbonate → HCID 178486223, compound

HRID 483044Notes

Reaction equation

HRID 483044 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:27]/[O:28][CH3:29])/[C:8]([NH:10][C@@H:11]2[C:25](=[O:26])[N:13]3[C:14]([C:22]([O-:24])=[O:23])=[C:15](OC(=O)C)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[Na+:30].[CH3:31][NH:32][N:33]1[C:37]([SH:38])=[N:36][N:35]=[N:34]1.[C:39](=O)([O-])O.[Na+]>P([O-])([O-])([O-])=O>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:27]/[O:28][CH3:29])/[C:8]([NH:10][C@@H:11]2[C:25](=[O:26])[N:13]3[C:14]([C:22]([O-:24])=[O:23])=[C:15]([CH2:39][S:38][C:37]4[N:33]([NH:32][CH3:31])[N:34]=[N:35][N:36]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[Na+:30]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 141545486HCID 141545486, compoundHCID 178486222HCID 178486222, compound

Product 1

HCID 178486223HCID 178486223, compoundYield 44.4%

Reagents, catalysts & solvents 1

HCID 1061PhosphateSolvent

Procedure

A solution of sodium 7β-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyiminoacetamido]-3-acetoxy-3-cephem-4-carboxylate (1.43 g, 3 mmol), 1-methylamino-5-mercapto-1H-tetrazole (0.590, 4.5 mmol) and sodium hydrogen carbonate (0.378 g, 4.5 mmol) in phosphate buffer (pH 6.4, 45 ml) was stirred at 60° C. for 8 hours. Then the solution was treated in a manner similar to that described in Example 7 to give pale yellow powder of sodium 7β-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyiminoacetamido]-3-[(1-methylamino-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylate (0.73 g, 44%).

Workup

  1. additionThen the solution was treated in a manner similar to

Sources & evidence

ORD record
ord-f190809744104c41844b05def13bc64d
Source dataset
uspto-grants-1986_03
Patent number
US04576938

Reaction notes

Loading…