2,5-Difluoronitrobenzene → 2-(4-Fluoro-2-nitro-phenylamino)-5-isopropyl-benzonitrile

HRID 131323

반응식

HRID 131323 반응식
[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:12])[CH3:11])=[CH:6][C:3]=1[C:4]#[N:5].F[C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=1[N+:21]([O-:23])=[O:22].O.[OH-].[Li+]>CS(C)=O>[F:20][C:17]1[CH:18]=[CH:19][C:14]([NH:1][C:2]2[CH:9]=[CH:8][C:7]([CH:10]([CH3:12])[CH3:11])=[CH:6][C:3]=2[C:4]#[N:5])=[C:15]([N+:21]([O-:23])=[O:22])[CH:16]=1

참가 물질

5

반응물 3

HCID 677672,5-DifluoronitrobenzeneHCID 168937Lithium hydroxide, monohydrateHCID 210934632-Amino-5-isopropylbenzonitrile

생성물 1

HCID 210934592-(4-Fluoro-2-nitro-phenylamino)-5-isopropyl-benzonitrile수율 81%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

Heat a solution of 2-amino-5-isopropyl-benzonitrile (1.482 g, 9.25 mmol) with 1,4-difluoro-2-nitro-benzene (1.47 g, 9.25 mmol) and lithium hydroxide monohydrate (0.78 g, 18.50 mmol) in DMSO (20 ml) to 70° C. for 38 hours. Cool the reaction to ambient temperature and pour into approximately 200 ml of ice water and stir for one hour. Collect by filtration the title compound which precipitates. No further purification is necessary to obtain 2.236 g (7.47 mmol, 81% yield) of the title compound as an orange amorphous solid: Mass Spectrum (m/e): 300(M+1).

후처리

  1. temperatureCool
  2. customthe reaction to ambient temperature
  3. filtrationCollect by filtration the title compound which
  4. customprecipitates
  5. customNo further purification

출처 및 근거

ORD 기록
ord-6582b858a7dc4b12a586e38b3ad3f56b
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07384934B2

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