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

HRID 2290958ノート

反応式

HRID 2290958 の反応式
[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]

参加物

6

反応物 4

HCID 313Hydrochloric Acid2 回HCID 962WaterHCID 24526ChlorineHCID 27359342-Amino-3-(methylthiomethyl)benzotrifluoride

生成物 1

HCID 201483412-(Chloromethyl)-6-(trifluoromethyl) anilinium chloride収率 92.7%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c22510bb8f7c4066933c6a0b6c2bdd7e
出典データセット
uspto-grants-1986_10
特許番号
US04618713

反応ノート

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