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Diisopropylamine → N-[1-cyano-1-methyl-2-(5-cyano-2-{2-chloro-4-trifluoromethoxy-phenoxy}-phenoxy)-ethyl]-4-trifluoromethylsulfanyl-benzamide

HRID 410124
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HRID 410124 반응식
[NH2:1][C:2]([C:27]#[N:28])([CH3:26])[CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:12]=1[O:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][C:21]([F:24])([F:23])[F:22])=[CH:16][C:15]=1[Cl:25])[C:8]#[N:9].C(NC(C)C)(C)C.[F:36][C:37]([F:49])([F:48])[S:38][C:39]1[CH:47]=[CH:46][C:42]([C:43](Cl)=[O:44])=[CH:41][CH:40]=1>ClCCl>[C:27]([C:2]([NH:1][C:43](=[O:44])[C:42]1[CH:46]=[CH:47][C:39]([S:38][C:37]([F:49])([F:36])[F:48])=[CH:40][CH:41]=1)([CH3:26])[CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:8]#[N:9])[CH:10]=[CH:11][C:12]=1[O:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][C:21]([F:23])([F:24])[F:22])=[CH:16][C:15]=1[Cl:25])#[N:28]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7912DiisopropylamineHCID 27778654-(Trifluoromethylthio)benzoyl chlorideHCID 673925753-(2-Amino-2-cyano-2-methyl-ethoxy)-4-(2-chloro-4-trifluoromethoxy-phenoxy)-benzonitrile

생성물 1

HCID 53238880N-[1-cyano-1-methyl-2-(5-cyano-2-{2-chloro-4-trifluoromethoxy-phenoxy}-phenoxy)-ethyl]-4-trifluoromethylsulfanyl-benzamide

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

21.5 g of 3-(2-amino-2-cyano-2-methyl-ethoxy)-4-(2-chloro-4-trifluoromethoxy-phenoxy)-benzonitrile (described in example 1 step d)) and 11.4 ml of N, N-diisopropylamine are dissolved in 250 ml of dichloromethane and 14.5 g of 4-(trifluoromethylthio)-benzoylchloride are slowly added. The reaction mixture is stirred at room temperature for 20 hours and washed with water, a saturated aqueous solution of sodium bicarbonate and water. The organic phase is dried with magnesium sulfate and evaporated under vacuum. The residue is purified by recrystallization from diethylether/hexanes to yield N-[1-cyano-1-methyl-2-(5-cyano-2-{2-chloro-4-trifluoromethoxy-phenoxy}-phenoxy)-ethyl]-4-trifluoromethylsulfanyl-benzamide as a colorless solid.

후처리

  1. washwashed with water
  2. dry with materialThe organic phase is dried with magnesium sulfate
  3. customevaporated under vacuum
  4. customThe residue is purified by recrystallization from diethylether/hexanes

출처 및 근거

ORD 기록
ord-b877c419057440a694e2d4c594fc5970
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08759564B2

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