Chlorine → Clozylacon

HRID 2414136노트

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HRID 2414136 반응식
[Cl:1]Cl.[CH3:3][O:4][CH2:5][C:6]([N:8]([CH:17]1[CH2:21][CH2:20][O:19][C:18]1=[O:22])[C:9]1[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:16])=[O:7]>C(O)=O.[Fe](Cl)(Cl)Cl>[CH3:3][O:4][CH2:5][C:6]([N:8]([CH:17]1[CH2:21][CH2:20][O:19][C:18]1=[O:22])[C:9]1[C:14]([CH3:15])=[CH:13][CH:12]=[C:11]([Cl:1])[C:10]=1[CH3:16])=[O:7]

참가 물질

5

반응물 2

HCID 24526Chlorine2회HCID 155009N-(2,6-Dimethylphenyl)-2-methoxy-N-(tetrahydro-2-oxo-3-furanyl)acetamide

생성물 1

HCID 93373Clozylacon수율 92.1%

시약·촉매·용매 2

HCID 24380Iron chloride (FeCl3)촉매HCID 284Formic Acid용매

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온도
25 °C

실험 절차

Over 2 hours, 74.6 g (1.05 moles) of chlorine are introduced at 25°-30° C. into a solution of 277 g (1.0 mole) of N-methoxyacetyl-N-(2-oxotetrahydro-3-furyl)-2,6-dimethylaniline and 5 g of iron(III) chloride in 300 ml of 85% formic acid. The reaction is exothermic and virtually no gas evolves. When the addition of chlorine is complete, the reaction mixture is stirred for 30 minutes at 25° C., the formic acid is then distilled off in vacuo, the residue is taken up in 500 ml of toluene and the toluenic solution is washed with 100 ml of water. The oily residue obtained after the toluene has been distilled off is crystallised from a mixture of isopropanol and hexane, affording 287 g (92% of theory) of N-methoxyacetyl-N-(2-oxotetrahydro-3-furyl)-3-chloro-2,6-dimethylaniline with a melting point of 80°-82° C.

후처리

  1. distillationthe formic acid is then distilled off in vacuo
  2. washthe toluenic solution is washed with 100 ml of water
  3. customThe oily residue obtained after the toluene
  4. distillationhas been distilled off
  5. customis crystallised from a mixture of isopropanol and hexane

출처 및 근거

ORD 기록
ord-507652bfd56a4cb38292e04a74e21e9b
출처 데이터셋
uspto-grants-1988_01
특허 번호
US04721797

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