Dichloromethane → HCID 70617081, compound

HRID 1834072Notes

Reaction equation

HRID 1834072 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

To 100 ml. of dichloromethane were added 4.2 g. of cephaloglycin monohydrate, 3.0 g. of anhydrous magnesium sulfate, and 2.1 ml. of triethylamine and after stirring the mixture for one hour at room temperature, magnesium sulfate was filtered off to provide a dichloromethane solution of cephaloglycin triethylamine salt. The solution was cooled to -30° C. and then 1.75 g. of 4-oxo-4H-thiopyran-3-carbonyl chloride and 2.1 ml. of triethylamine were added to the solution followed by stirring for one hour.

Workup

  1. filtrationmagnesium sulfate was filtered off

Sources & evidence

ORD record
ord-0fddaa58609e4d1bb846840700c6665a
Source dataset
uspto-grants-1978_01
Patent number
US04068074

Reaction notes

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