Pyridine → N-[[[4-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]amino]thio]-N-ethylmethanesulphonamide

HRID 652599

반응식

HRID 652599 반응식
[S:1](Cl)Cl.[CH2:4]([NH:6][S:7]([CH3:10])(=[O:9])=[O:8])[CH3:5].N1C=CC=CC=1.[Cl:17][C:18]1[CH:31]=[C:30]([C:32]([F:35])([F:34])[F:33])[CH:29]=[CH:28][C:19]=1[O:20][C:21]1[CH:27]=[CH:26][C:24]([NH2:25])=[CH:23][CH:22]=1>C(OCC)C>[Cl:17][C:18]1[CH:31]=[C:30]([C:32]([F:34])([F:33])[F:35])[CH:29]=[CH:28][C:19]=1[O:20][C:21]1[CH:22]=[CH:23][C:24]([NH:25][S:1][N:6]([CH2:4][CH3:5])[S:7]([CH3:10])(=[O:9])=[O:8])=[CH:26][CH:27]=1

참가 물질

6

반응물 4

HCID 1049Pyridine2회HCID 25353Sulfur dichlorideHCID 5136276N-ethylmethanesulfonamideHCID 104693274-[2-Chloro-4-(trifluoromethyl)phenoxy]aniline

생성물 1

HCID 20197941N-[[[4-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]amino]thio]-N-ethylmethanesulphonamide

시약·촉매·용매 1

HCID 3283Diethyl Ether용매3회

실험 절차

A solution of 2.6 g of sulphur dichloride in 15 ml of dry diethyl ether was added over 10 minutes to a stirred solution of 3.1 g of N-ethylmethanesulphonamide in 15 ml of the same solvent, keeping the temperature between 10°-15° by means of external cooling. A solution of 2.0 g of dry pyridine in 15 ml of dry diethyl ether was then added over 15 minutes at the same temperature and the reaction mixture was allowed to warm to room temperature over 1 hour. The resulting suspension was added over 5 minutes to a solution of 7.2 g of 4-[2-chloro-4-(trifluoromethyl)phenoxy]aniline (1A) in 75 ml of dry diethyl ether containing 2.0 g of pyridine, keeping the temperature of the mixture between 5°-10° C. After stirring at 10°-15° for 1 hour, the reaction mixture was washed three times with water, the ether layer was separated, dried (MgSO4), and the solvent was evaporated under reduced pressure. The residue was purified by chromatography on silica gel using diethyl ether as eluent, to give 2, as a buff solid m.p.: 98°-101° C.

후처리

  1. custombetween 10°-15°
  2. custombetween 5°-10° C
  3. washthe reaction mixture was washed three times with water
  4. customthe ether layer was separated
  5. dry with materialdried (MgSO4)
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by chromatography on silica gel
  8. customto give 2

출처 및 근거

ORD 기록
ord-27a9692f225a4eb7b0ba90f692967227
출처 데이터셋
uspto-grants-1987_06
특허 번호
US04672139

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