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

HRID 1005481
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HRID 1005481 반응식
[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]
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참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 1049Pyridine촉매HCID 241Benzene용매

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온도
5 °C

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-95de71d43eb2490e873cae9b9aeed6fb
출처 데이터셋
uspto-grants-2000_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06054605

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