Acetic Anhydride → HCID 178471869, 화합물

HRID 47891노트

반응식

HRID 47891 반응식
[C:1]([C:3]1[C:4]([Cl:19])=[C:5]([CH:14]=[C:15]([F:18])[C:16]=1[Cl:17])[C:6]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:7])#[N:2].[CH:20](OCC)(OCC)OCC.C(OC(=O)C)(=O)C.[CH:37]1([NH2:40])[CH2:39][CH2:38]1>>[C:1]([C:3]1[C:4]([Cl:19])=[C:5]([CH:14]=[C:15]([F:18])[C:16]=1[Cl:17])[C:6]([C:8](=[CH:20][NH:40][CH:37]1[CH2:39][CH2:38]1)[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:7])#[N:2]

참가 물질

5

반응물 4

HCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformateHCID 69828CyclopropylamineHCID 86589175Ethyl 3-cyano-2,4-dichloro-5-fluorobenzoylacetate

생성물 1

HCID 178471869HCID 178471869, 화합물수율 70.1%

실험 절차

76.0 g of ethyl 3-cyano-2,4-dichloro-5-fluorobenzoylacetate (0.25 mol), 66.6 g of triethyl orthoformate (0.45 mol) and 77.4 g of diacetyl oxide (0.72 mol) were stirred at 150° C. for 2.5 hours. Fractions having a lower boiling point were evaporated under reduced pressure. To the residue was added 250 ml of anhydrous ethanol. 14.5 g of cyclopropylamine (0.25 mol) was added to the solution and the reaction was then carried out for 2 hours. The resulting mixture was filtered under suction. The residue was recrystallized from a mixture of petroleum ether and cyclohexane to yield 65.0 g (0.175 mol) of ethyl 2-(3-cyano-2,4-dichloro-5-fluorobenzoyl)-3-cyclopropylaminoacrylate in 70.1% yield.

후처리

  1. customwere evaporated under reduced pressure
  2. additionTo the residue was added 250 ml of anhydrous ethanol
  3. filtrationThe resulting mixture was filtered under suction
  4. customThe residue was recrystallized from a mixture of petroleum ether and cyclohexane

출처 및 근거

ORD 기록
ord-670782c6bd174e549333fde5e909bd54
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06699992B2

반응 노트

불러오는 중…