Water → HCID 14502336, compound

HRID 1248877Notes

Reaction equation

HRID 1248877 reaction equation
Cl[CH2:2][C:3]([NH:5][CH:6]1[C:21](=[O:22])[N:8]2[C:9]([C:18]([OH:20])=[O:19])=[C:10]([CH2:13][NH:14][C:15](=[O:17])[CH3:16])[CH2:11][S:12][C@H:7]12)=[O:4].C([O-])(O)=O.[Na+].O.[C:29]1([C:35]2[O:36][C:37]([SH:40])=[N:38][N:39]=2)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>CC(C)=O>[C:29]1([C:35]2[O:36][C:37]([S:40][CH2:2][C:3]([NH:5][CH:6]3[C:21](=[O:22])[N:8]4[C:9]([C:18]([OH:20])=[O:19])=[C:10]([CH2:13][NH:14][C:15](=[O:17])[CH3:16])[CH2:11][S:12][C@H:7]34)=[O:4])=[N:38][N:39]=2)[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 516892Sodium Bicarbonate2×HCID 14502334HCID 14502334, compoundHCID 178527944HCID 178527944, compound

Product 1

HCID 14502336HCID 14502336, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1.75 g. of 7-chloroacetylamino-3-acetylaminomethylceph-3-em-4-carboxylic acid and 0.42 g. of sodium hydrocarbonate were dissolved in 10 ml. of water. Thereafter 0.9 g. of 2-phenyl-5-mercapto-1,3,4-oxadiazole and 0.42 g. of sodium hydrocarbonate dissolved in a mixture of 10 ml. of water and 5 ml. of acetone were added. The reaction mixture was stirred at room temperature for 12 hours. The acetone was evaporated in vacuo. The pH of the residue was adjusted to 2 by adding some diluted sulphuric acid. The precipitate separated was removed by filtration and dried. Thus 1.83 g. of 7-(2-phenyl-1,3,4-oxadiazole-5-ylthio)acetylamino-3-acetylaminomethylceph-3-em-4-carboxylic acid were obtained.

Workup

  1. customThe acetone was evaporated in vacuo
  2. additionby adding some diluted sulphuric acid
  3. customThe precipitate separated
  4. customwas removed by filtration
  5. customdried

Sources & evidence

ORD record
ord-5e10ae5b6c1745cd8463449e4c0727d2
Source dataset
uspto-grants-1986_12
Patent number
US04626533

Reaction notes

Loading…