Dimethyl Sulfoxide → Dimethyl sulfide ditriflate

HRID 64608노트

반응식

HRID 64608 반응식
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]

참가 물질

5

반응물 3

HCID 679Dimethyl Sulfoxide2회HCID 67749Trifluoromethanesulfonic anhydrideHCID 78747Aminopyrazine

생성물 1

HCID 13658025Dimethyl sulfide ditriflate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-78 °C

실험 절차

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.

후처리

  1. customthe reagent is prepared

출처 및 근거

ORD 기록
ord-d5fee6eb66ee44f491ac168076542c6e
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04609659

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