Sodium Bicarbonate → HCID 13127783, compound

HRID 1389683Notes

Reaction equation

HRID 1389683 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([NH:9][C@@H:10]1[C:32](=[O:33])[N:12]2[C:13]([C:29]([OH:31])=[O:30])=[C:14]([CH2:17]OC(=O)C(C3C=CC=CC=3)O)[CH2:15][S:16][C@H:11]12)=[O:8].[SH:34][C:35]1[N:39]([CH3:40])[N:38]=[N:37][N:36]=1.C(=O)([O-])O.[Na+]>O>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([NH:9][C@@H:10]1[C:32](=[O:33])[N:12]2[C:13]([C:29]([OH:31])=[O:30])=[C:14]([CH2:17][S:34][C:35]3[N:39]([CH3:40])[N:38]=[N:37][N:36]=3)[CH2:15][S:16][C@H:11]12)=[O:8]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 70542613HCID 70542613, compoundHCID 178482017HCID 178482017, compound

Product 1

HCID 13127783HCID 13127783, compoundYield 88.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

In water (4 ml) was dissolved 7β-(2-thienylacetamido)-3-mandelyloxymethyl-3-cephem-4-carboxylic acid (0.49 g) together with 5-mercapto-1-methyl-1H-tetrazole (0.12 g) and sodium hydrogen carbonate (0.17 g). The solution was stirred at 60° C. for 30 minutes. After the reaction had been completed, the reaction mixture was treated by a procedure similar to that described in Example 85. The procedure provided 7β-(2-thienylacetamido)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (0.40 g).

Workup

  1. additionthe reaction mixture was treated by a procedure similar to

Sources & evidence

ORD record
ord-fff8117cc35c4911b3b726d4f2ab7e77
Source dataset
uspto-grants-1981_01
Patent number
US04245088

Reaction notes

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