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Ammonia → 2,3-Dichloro-6-(trifluoromethyl)benzamide

HRID 1005481
ノート
印刷プレビュー

反応式

HRID 1005481 の反応式
[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[C:7]([C:12]([F:15])([F:14])[F:13])[C:3]=1[C:4](O)=[O:5].S(Cl)(Cl)=O.[NH3:20]>C1C=CC=CC=1.N1C=CC=CC=1>[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[C:7]([C:12]([F:15])([F:14])[F:13])[C:3]=1[C:4]([NH2:20])=[O:5]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 222AmmoniaHCID 24386Thionyl ChlorideHCID 116518032,3-Dichloro-6-(trifluoromethyl)benzoic acid

生成物 1

HCID 154569832,3-Dichloro-6-(trifluoromethyl)benzamide

試薬・触媒・溶媒 2

HCID 1049Pyridine触媒HCID 241Benzene溶媒

反応条件

温度
5 °C

実験手順

To a solution of 250 g of 2,3-dichloro-6-trifluoromethylbenzoic acid in 2 liters of benzene was added 5 drops of pyridine and 172 g of thionyl chloride and then the mixture was heated at reflux for 22 hours. After cooling down, the solution was concentrated under reduced pressure, and 2,3-dichloro-6-trifluoromethylbenzyl chloride obtained was added into 1 liter of 28% aqueous ammonia solution, which has been cooled down to 5° C. over 10 minutes with stirring. Then, the solution was further stirred for 1 hour at room temperature. The reaction mixture was extracted with ethyl acetate, and the extract was washed with water and then with saturated saline solution, and was dried over anhydrous magnesium sulfate. The solvent was distilled under reduced pressure, and the crude crystals obtained were washed with n-hexane and then filtered to give 229 g of the title compound(mp. 118-20° C.).

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 22 hours
  3. temperatureAfter cooling down
  4. concentrationthe solution was concentrated under reduced pressure, and 2,3-dichloro-6-trifluoromethylbenzyl chloride
  5. customobtained
  6. stirringThen, the solution was further stirred for 1 hour at room temperature
  7. extractionThe reaction mixture was extracted with ethyl acetate
  8. washthe extract was washed with water
  9. dry with materialwith saturated saline solution, and was dried over anhydrous magnesium sulfate
  10. distillationThe solvent was distilled under reduced pressure
  11. customthe crude crystals obtained
  12. washwere washed with n-hexane
  13. filtrationfiltered

出典と根拠

ORDレコード
ord-95de71d43eb2490e873cae9b9aeed6fb
出典データセット
uspto-grants-2000_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06054605

反応ノート

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