Dimethyl Sulfoxide → 1-(Azidomethyl)-3,5-bis(trifluoromethyl)benzene

HRID 1620796

반응식

HRID 1620796 반응식
[N-:1]=[N+:2]=[N-:3].[Na+].CS(C)=O.[F:9][C:10]([F:24])([F:23])[C:11]1[CH:12]=[C:13]([CH:16]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:18]=1)[CH2:14]Cl>O>[N:1]([CH2:14][C:13]1[CH:16]=[C:17]([C:19]([F:21])([F:22])[F:20])[CH:18]=[C:11]([C:10]([F:9])([F:23])[F:24])[CH:12]=1)=[N+:2]=[N-:3]

참가 물질

5

반응물 3

HCID 679Dimethyl Sulfoxide2회HCID 33557Sodium AzideHCID 1235761-(Chloromethyl)-3,5-bis(trifluoromethyl)benzene2회

생성물 1

HCID 441857431-(Azidomethyl)-3,5-bis(trifluoromethyl)benzene

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
40 °C

실험 절차

Sodium azide (74.3 g, 1.14 mol) is suspended in water (125 mL), then DMSO (625 mL) is added. After stirring for 30 minutes, a solution consisting of 3,5-Bis(trifluoromethyl)benzyl chloride (255.3 g, 0.97 moles) and DMSO (500 mL) is added over 30 minutes. (The 3,5-Bis(trifluoromethyl)benzyl chloride is heated to 35° C. to liquefy prior to dispensing (MP=30-32° C.)). The benzyl chloride feed vessel is rinsed with DMSO (50 mL) into the sodium azide solution, the mixture is heated to 40° C., and then maintained for an hour at 40° C., then cooled to 23° C.

후처리

  1. additionis added over 30 minutes
  2. washThe benzyl chloride feed vessel is rinsed with DMSO (50 mL) into the sodium azide solution
  3. temperaturemaintained for an hour at 40° C.
  4. temperaturecooled to 23° C.

출처 및 근거

ORD 기록
ord-ac037c254dfd47ffaab08cedc7a253c6
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772496B2

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