Hydrochloric Acid → 2-(Chloromethyl)-6-(trifluoromethyl) anilinium chloride

HRID 2290958노트

반응식

HRID 2290958 반응식
[Cl:1]Cl.CS[CH2:5][C:6]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[C:7]=1[NH2:8].[ClH:17].O>C(Cl)CCl>[Cl-:1].[Cl:17][CH2:5][C:6]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:14])([F:15])[F:16])[C:7]=1[NH3+:8]

참가 물질

6

반응물 4

HCID 313Hydrochloric Acid2회HCID 962WaterHCID 24526ChlorineHCID 27359342-Amino-3-(methylthiomethyl)benzotrifluoride

생성물 1

HCID 201483412-(Chloromethyl)-6-(trifluoromethyl) anilinium chloride수율 92.7%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

반응 조건

온도
60 °C

실험 절차

Chlorine (76.0 grams, 1.07 mol) was bubbled into a mechanically stirred solution of 221.0 grams (1.00 mol) of 2-(methylthiomethyl)-6-(trifluoromethyl) aniline in 2 liters of ethylene dichloride over 60 minutes while maintaining the reaction temperature below 20° C. The mixture was then heated to 60° C. while maintaining a steady stream of HCl bubbling through. Water (25 ml, 1.4 mol) was added and the HCl treatment was maintained at 60° C. for 15 minutes at which point a clear solution was obtained. Excess water was removed by azeotropic distillation (780 ml of solvent were removed) and the resulting solution was cooled to 0° C. with a steady stream of HCl bubbling through to precipitate the anilinium chloride salt. Filtration, washing of the solids with 150 ml. of cold ethylene dichloride and air-drying gave 228.0 grams (92.7%) of off-white 2-(chloromethyl)-6-(trifluoromethyl) anilinium chloride.

후처리

  1. temperaturewhile maintaining the reaction temperature below 20° C
  2. customwas obtained
  3. customExcess water was removed by azeotropic distillation (780 ml of solvent were removed)
  4. temperaturethe resulting solution was cooled to 0° C. with a steady stream of HCl bubbling through
  5. customto precipitate the anilinium chloride salt
  6. filtrationFiltration
  7. washwashing of the solids with 150 ml
  8. dry with materialof cold ethylene dichloride and air-drying

출처 및 근거

ORD 기록
ord-c22510bb8f7c4066933c6a0b6c2bdd7e
출처 데이터셋
uspto-grants-1986_10
특허 번호
US04618713

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