3-Aminopropionitrile → 3-[N-{2-nitro-5-(2-chloro-4-isopropylsulphonylphenoxy)phenyl}amino]propionitrile

HRID 64760

반응식

HRID 64760 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([S:8]([CH:11]([CH3:13])[CH3:12])(=[O:10])=[O:9])[CH:5]=[CH:4][C:3]=1[O:14][C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[C:17]([N+:24]([O-])=O)[CH:16]=1.[NH2:27][CH2:28][CH2:29][C:30]#N.C([O-])(=O)/C=C/C([O-])=O.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[N+:21]([C:18]1[CH:19]=[CH:20][C:15]([O:14][C:3]2[CH:4]=[CH:5][C:6]([S:8]([CH:11]([CH3:12])[CH3:13])(=[O:10])=[O:9])=[CH:7][C:2]=2[Cl:1])=[CH:16][C:17]=1[NH:24][CH2:30][CH2:29][C:28]#[N:27])([O-:23])=[O:22]

참가 물질

6

반응물 4

HCID 16473-AminopropionitrileHCID 11430Potassium CarbonateHCID 5460307FumarateHCID 202373452-Chloro-4-isopropylsulphonyl-(3,4-dinitrophenoxy)benzene

생성물 1

HCID 202373333-[N-{2-nitro-5-(2-chloro-4-isopropylsulphonylphenoxy)phenyl}amino]propionitrile수율 70.9%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 4.0 g of 2-chloro-4-isopropylsulphonyl-(3,4-dinitrophenoxy)benzene and 3.85 g of 3-aminopropionitrile. 0.5 fumarate in 100 ml of acetonitrile, to which 4.1 g of potassium carbonate was added, was refluxed for 6 hours. After evaporation the residue was dissolved in methylenechloride an extracted with water. After washing with water the organic layer was filtered and reduced. Recrystallisation from methanol yielded 3.0 g of the desired product; m.p. 140° C.

후처리

  1. temperaturewas refluxed for 6 hours
  2. customAfter evaporation the residue
  3. dissolutionwas dissolved in methylenechloride
  4. extractionan extracted with water
  5. washAfter washing with water the organic layer
  6. filtrationwas filtered
  7. customRecrystallisation from methanol

출처 및 근거

ORD 기록
ord-59d1622462e9450283df71a7ce662383
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04609753

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