Ethanethiol → 4-(2,4-Dichlorophenyl)-2-ethylthiobenzonitrile

HRID 1823158노트

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HRID 1823158 반응식
[H-].[Na+].[CH2:3]([SH:5])[CH3:4].[H][H].F[C:9]1[CH:16]=[C:15]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:18]=2[Cl:24])[CH:14]=[CH:13][C:10]=1[C:11]#[N:12]>CN(C)C=O>[Cl:24][C:18]1[CH:19]=[C:20]([Cl:23])[CH:21]=[CH:22][C:17]=1[C:15]1[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[C:9]([S:5][CH2:3][CH3:4])[CH:16]=1

참가 물질

6

반응물 4

HCID 6343EthanethiolHCID 24758Sodium hydrideHCID 221708972-Fluoro-4-(2,4-dichlorophenyl)benzonitrileHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 221709574-(2,4-Dichlorophenyl)-2-ethylthiobenzonitrile수율 88%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

0.12 g (3.0 mmol) of 60% sodium hydride was stirred in 30 ml of N,N-dimethylformamide at room temperature while 0.2 g (3.2 mmol) of ethanethiol was added dropwise. After generation of hydrogen was over, 0.7 g (2.6 mmol) of 2-fluoro-4-(2,4-dichlorophenyl)benzonitrile was added, and the reaction mixture was stirred at 60° C. for 6 hours. The reaction mixture was poured into about 100 ml of ice-cold water and extracted with 50 ml of ethyl acetate twice. The ethyl acetate layer was washed with 50 ml of water twice and dried over anhydrous magnesium sulfate, and the ethyl acetate was distilled off under reduced pressure. Purification of the residue by silica gel column chromatography afforded 0.7 g of 4-(2,4-dichlorophenyl)-2-ethylthiobenzonitrile (yield 88.0%) as pale yellow crystals (m.p. 89-92° C.).

후처리

  1. additionwas added dropwise
  2. additionwas added
  3. extractionextracted with 50 ml of ethyl acetate twice
  4. washThe ethyl acetate layer was washed with 50 ml of water twice
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe ethyl acetate was distilled off under reduced pressure
  7. customPurification of the residue by silica gel column chromatography

출처 및 근거

ORD 기록
ord-075a9a4a7c654002bc6c06e85af916aa
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07037930B2

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