Dimethyl Sulfide → HCID 23359001、化合物

HRID 2396941ノート

反応式

HRID 2396941 の反応式
[F:1][C:2]1[C:8]([CH3:9])=[C:7]([F:10])[C:6]([F:11])=[CH:5][C:3]=1[NH2:4].[CH3:12][S:13][CH3:14].ClN1C(=O)CCC1=O.[OH-].[Na+]>C(N(CC)CC)C.ClCCl>[F:1][C:2]1[C:8]([CH3:9])=[C:7]([F:10])[C:6]([F:11])=[C:5]([CH2:12][S:13][CH3:14])[C:3]=1[NH2:4]

参加物

7

反応物 4

HCID 1068Dimethyl SulfideHCID 14798Sodium HydroxideHCID 31398ChlorosuccinimideHCID 146512532,4,5-Trifluoro-3-methylaniline

生成物 1

HCID 23359001HCID 23359001、化合物

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒

実験手順

To anhydrous dichloromethane (170 ml) are added 2,4,5-trifluoro-3-methylaniline (16.89 g) and dimethyl sulfide (11 ml). Thereto N-chlorosuccinimide (17.2 g) is added gradually below 5° C. After stirring for 30 minutes, triethylamine (21 ml) is added dropwise and the mixture is refluxed over night. After the mixture is cooled and made alkaline with 5% aqueous sodium hydroxide solution, the resultant is extracted with dichloromethane, and the extract is washed with water and dried. The solvent is distilled off under reduced pressure and the residue is purified by silica-gel column-chromatography (dichloromethane : n-hexane =1 : 1) to give 2,4,5-trifluoro-3-methyl-6-methylthiomethylaniline (8.3 g).

後処理

  1. temperaturethe mixture is refluxed over night
  2. temperatureAfter the mixture is cooled
  3. extractionthe resultant is extracted with dichloromethane
  4. washthe extract is washed with water
  5. customdried
  6. distillationThe solvent is distilled off under reduced pressure
  7. customthe residue is purified by silica-gel column-chromatography (dichloromethane : n-hexane =1 : 1)

出典と根拠

ORDレコード
ord-306ef78ba97d4cb4ad78d3e6aeec7f34
出典データセット
uspto-grants-1996_02
特許番号
US05495020

反応ノート

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