Dichloromethane → Cephaloglycin

HRID 1834074노트

반응식

HRID 1834074 반응식
[CH3:1][C:2]([O:4][CH2:5][C:6]1[CH2:25][S:24][C@@H:9]2[C@H:10]([NH:13][C:14]([C@H:16]([NH2:23])[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:15])[C:11](=[O:12])[N:8]2[C:7]=1[C:26]([OH:28])=[O:27])=[O:3].O.S([O-])([O-])(=O)=O.[Mg+2].C(Cl)Cl>C(N(CC)CC)C>[CH3:1][C:2]([O:4][CH2:5][C:6]1[CH2:25][S:24][C@@H:9]2[C@H:10]([NH:13][C:14]([C@H:16]([NH2:23])[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:15])[C:11](=[O:12])[N:8]2[C:7]=1[C:26]([OH:28])=[O:27])=[O:3]

참가 물질

5

반응물 3

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

생성물 1

HCID 19150Cephaloglycin

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

To a suspension consisting of 4.23 g. of cephaloglycin monohydrate, 3.0 g. of anhydrous magnesium sulfate, and 70 ml. of methylene chloride are added 3.1 ml. of triethylamine and after stirring the mixture for one hour at room temperature, magnesium sulfate was filtered off to provide a triethylamine salt solution of cephaloglycin. To the solution was added dropwise a solution of nicotinoyl chloride N-oxide prepared by adding dropwise 0.73 ml. of thionyl chloride to a solution consisting of 1.39 g. of nicotinic acid N-oxide, 1.4 ml. of triethylamine, and 30 ml. of methylene chloride under ice-cooling followed by stirring for 1.5 hours. In this case, the pH of the reaction mixture was maintained at 8-9 by adding triethylamine.

후처리

  1. filtrationmagnesium sulfate was filtered off

출처 및 근거

ORD 기록
ord-53f06f6a2a0f4de68eb9ffbfcae2a0bb
출처 데이터셋
uspto-grants-1978_01
특허 번호
US04068074

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