Dichloromethane → Cephaloglycin

HRID 1834074ノート

反応式

HRID 1834074 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 19150Cephaloglycin

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

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.

後処理

  1. filtrationmagnesium sulfate was filtered off

出典と根拠

ORDレコード
ord-53f06f6a2a0f4de68eb9ffbfcae2a0bb
出典データセット
uspto-grants-1978_01
特許番号
US04068074

反応ノート

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