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

HRID 64760

反応式

HRID 64760 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-59d1622462e9450283df71a7ce662383
出典データセット
uspto-grants-1986_09
特許番号
US04609753

関連ノート

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