Water → 2-propylthio-4-(3-trifluoromethyl-1H-triazolyl)benzonitrile

HRID 1823157ノート

反応式

HRID 1823157 の反応式
[F:1][C:2]([F:9])([F:8])[N:3]1[CH:7]=[CH:6][NH:5][NH:4]1.Cl[C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[C:13]([S:19][CH2:20][CH2:21][CH3:22])[CH:12]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH2:20]([S:19][C:13]1[CH:12]=[C:11]([N:5]2[CH:6]=[CH:7][N:3]([C:2]([F:9])([F:8])[F:1])[NH:4]2)[CH:18]=[CH:17][C:14]=1[C:15]#[N:16])[CH2:21][CH3:22]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 221709334-Chloro-2-n-propylthiobenzonitrileHCID 221709533-trifluoromethyl-1H-triazol

生成物 1

HCID 221709562-propylthio-4-(3-trifluoromethyl-1H-triazolyl)benzonitrile収率 38.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1.06 g (7.7 mmol) of 3-trifluoromethyl-1H-triazol, 1.38 g (6.5 mmol) of 4-chloro-2-n-propylthiobenzonitrile and 1.07 g (7.7 mmol) of potassium carbonate were stirred in 10 ml of N,N-dimethylformamide at 150° C. for 2 hours. The resulting reaction mixture was cooled to the room temperature and poured into 100 ml of water, and the organic matters were extracted with 50 ml of ethyl acetate twice. The ethyl acetate layers were combined, then washed with 50 ml of water twice and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Purification of the residue by silica gel column chromatography afforded 0.78 g of 2-propylthio-4-(3-trifluoromethyl-1H-triazolyl)benzonitrile (yield 38.2%) as a milk-white powder (m.p. 143-144° C.).

後処理

  1. customThe resulting reaction mixture
  2. extractionthe organic matters were extracted with 50 ml of ethyl acetate twice
  3. washwashed with 50 ml of water twice
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customPurification of the residue by silica gel column chromatography

出典と根拠

ORDレコード
ord-1df5562e5ecd4c60adfdf9b96e014ad3
出典データセット
uspto-grants-2006_05
特許番号
US07037930B2

反応ノート

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