Dichloromethane → HCID 70617081, compound

HRID 1834073Notes

Reaction equation

HRID 1834073 reaction equation
Cl[CH2:2]Cl.[CH3:4][C:5]([O:7][CH2:8][C:9]1[CH2:28][S:27][C@@H:12]2[C@H:13]([NH:16][C:17]([C@H:19]([NH2:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:18])[C:14](=[O:15])[N:11]2[C:10]=1[C:29]([OH:31])=[O:30])=[O:6].O.S([O-])([O-])(=O)=O.[Mg+2]>C(N(CC)CC)C>[CH3:4][C:5]([O:7][CH2:8][C:9]1[CH2:28][S:27][C@@H:12]2[C@H:13]([NH:16][C:17]([C@H:19]([NH2:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:18])[C:14](=[O:15])[N:11]2[C:10]=1[C:29]([OH:31])=[O:30])=[O:6].[CH2:14]([N:11]([CH2:10][CH3:29])[CH2:12][CH3:2])[CH3:13]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 24083Sulfuric acid magnesium salt (1:1)HCID 7061048122202-75-1

Product 1

HCID 70617081HCID 70617081, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In 100 ml. of dichloromethane was suspended 4.25 g. of cephaloglycin monohydrate and then 2.8 ml. of triethylamine was dissolved therein. Furthermore, 5 g. of anhydrous magnesium sulfate was added to the system and after stirring the mixture for about 10 minutes at room temperature, the mixture was filtered to provide a solution of cephaloglycin triethylamine salt. The solution was cooled to -20° C. and the suspension of 4-hydroxynicotinoyl chloride prepared above was added dropwise to the solution with stirring. Thereafter, the cooling bath was removed to raise the temperature up to room temperature and the mixture was stirred for about one hour at room temperature.

Workup

  1. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-a1409db2d051446d9c3477cd020e6abc
Source dataset
uspto-grants-1978_01
Patent number
US04068074

Reaction notes

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