Dimethyl Sulfoxide → Dimethyl sulfide ditriflate

HRID 64608ノート

反応式

HRID 64608 の反応式
NC1C=NC=CN=1.[CH3:8][S:9]([CH3:11])=O.[F:12][C:13]([F:26])([F:25])[S:14]([O:17]S(C(F)(F)F)(=O)=O)(=[O:16])=[O:15]>C(Cl)Cl>[OH:17][S:14]([C:13]([F:26])([F:25])[F:12])(=[O:16])=[O:15].[OH:17][S:14]([C:13]([F:26])([F:25])[F:12])(=[O:16])=[O:15].[CH3:8][S:9][CH3:11]

参加物

5

反応物 3

HCID 679Dimethyl Sulfoxide2 回HCID 67749Trifluoromethanesulfonic anhydrideHCID 78747Aminopyrazine

生成物 1

HCID 13658025Dimethyl sulfide ditriflate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-78 °C

実験手順

In carrying out the first step of the conversion the selected amino pyrazine of formula III, the reagent is prepared by mixing dimethylsulfoxide in methylene chloride and cooled to -78° C. To the cooled solution is added trifluoromethane sulfonic anhydride in a ratio of approximately 3 moles dimethylsulfoxide to 2 moles of anhydride to produce dimethyl sulfide ditriflate of the formula ##STR8## Then, there is added to the cooled solution of VI the selected amino pyrazine of formula III while maintaining the temperature of the reaction mixture at -78° C. to produce the sulfilimine of formula IV. The resulting suspension is made alkaline with aqueous sodium bicarbonate or sodium hydroxide. Additional methylene chloride is added and the product extracted into the methylene chloride phase which is separated and evaporated to remove the volatile organic solvent leaving the sulfilimine IV as a residue.

後処理

  1. customthe reagent is prepared

出典と根拠

ORDレコード
ord-d5fee6eb66ee44f491ac168076542c6e
出典データセット
uspto-grants-1986_09
特許番号
US04609659

反応ノート

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