Methane → 7beta-amino-3-(1-amino-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid
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.C(=O)(O)[O-].[Na+].[Na].[NH2:25][N:26]1[C:30]([SH:31])=[N:29][N:28]=[N:27]1.C.CS(O)(=O)=O>>[NH2:13][C@@H:10]1[C:11](=[O:12])[N:8]2[C:7]([C:16]([OH:18])=[O:17])=[C:6]([CH2:5][S:31][C:30]3[N:26]([NH2:25])[N:27]=[N:28][N:29]=3)[CH2:15][S:14][C@H:9]12Participants
6
Procedure
27.2 g of 7β-amino-cephalosporanic acid are added to an aqueous solution of sodium bicarbonate (sodium bicarbonate content: 9.24 g/liter) under stirring, 27.8 g of 1-amino-5-mercapto-1H-tetrazole sodium salt are added thereto. The mixture is stirred at 52°-53° C. in argon gas atmosphere for 3 hours. The mixture is treated with an activated charcoal and adjusted to pH 4.6 with 6 ml of methanesulfonic acid under cooling. The resultant precipitates are collected by filtration, washed with water and then dried. 17.3 g of 7β-amino-3-(1-amino-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid are obtained as ocherous powder.
Workup
- stirringThe mixture is stirred at 52°-53° C. in argon gas atmosphere for 3 hours
- temperatureunder cooling
- customThe resultant precipitates
- filtrationare collected by filtration
- washwashed with water
- customdried
Sources & evidence
- ORD record
- ord-405ec5653cbc47488d3b67ebb8e11b06
- Source dataset
- uspto-grants-1985_10
- Patent number
- US04547494
Reaction notes
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