Dimethyl Sulfide → HCID 23359001, 화합물

HRID 232646노트

반응식

HRID 232646 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 23359001HCID 23359001, 화합물

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8471Triethylamine용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-3dde28863524422f8039c7a083abfc6b
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05591744

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