Hydrochloric Acid → 2-Chloromethyl-6-trifluromethyl anilinium hydrochloride

HRID 1719456ノート

反応式

HRID 1719456 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>[ClH: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 202669222-Chloromethyl-6-trifluromethyl anilinium hydrochloride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 (7.60 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. A white suspension formed initially, became very thick halfway through the addition, and dissolved to give way to a cloudy solution at the end of the addition. 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. 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-trifluromethyl anilinium hydrochloride. This compound properties and analysis are described above.

後処理

  1. temperaturewhile maintaining the reaction temperature below 20° C
  2. customA white suspension formed initially
  3. additionthrough the addition
  4. dissolutiondissolved
  5. customto give way to a cloudy solution
  6. additionat the end of the addition
  7. customwas obtained
  8. customExcess water was removed by azeotropic distillation (780 ml of solvent were removed)
  9. temperaturethe resulting solution was cooled to 0° C. with a steady stream of HCl bubbling through
  10. filtrationFiltration
  11. washwashing of the solids with 150 ml of cold ethylene dichloride
  12. customair-drying

出典と根拠

ORDレコード
ord-b2c3f550049b4b12b9ee337234bc304c
出典データセット
uspto-grants-1985_09
特許番号
US04540522

反応ノート

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