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Water → N-(3-chloro-4-difluoromethoxyphenyl)-1-methylcyclopropanecarboxamide

HRID 543568
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HRID 543568 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[O:9][CH:10]([F:12])[F:11])[NH2:5].C(N(CC)CC)C.[CH3:20][C:21]1([C:24](Cl)=[O:25])[CH2:23][CH2:22]1.O>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([NH:5][C:24]([C:21]2([CH3:20])[CH2:23][CH2:22]2)=[O:25])[CH:6]=[CH:7][C:8]=1[O:9][CH:10]([F:11])[F:12]
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참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 20641533-Chloro-4-(difluoromethoxy)anilineHCID 127899391-Methylcyclopropane-1-carbonyl chloride

생성물 1

HCID 13042227N-(3-chloro-4-difluoromethoxyphenyl)-1-methylcyclopropanecarboxamide수율 79.2%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

실험 절차

To a solution of 3-chloro-4-difluoromethoxyaniline (1.95 g) in methylene chloride (50 ml), triethylamine (1.1 g) was added, and a solution of 1-methylcyclopropanecarbonyl chloride (1.2 g) in methylene chloride was dropwise added while cooling with ice-water. The reaction mixture was stirred at room temperature for 1 hour, admixed with water and extracted with ether. The extract was washed with 1 N hydrochloric acid, sodium hydrogen carbonate solution and saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated to give crude crystals (2.6 g). Recrystallization from ethanol gave N-(3-chloro-4-difluoromethoxyphenyl)-1-methylcyclopropanecarboxamide (2.2 g). M.P., 59°-60° C.

후처리

  1. extractionextracted with ether
  2. washThe extract was washed with 1 N hydrochloric acid, sodium hydrogen carbonate solution and saturated sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customto give crude crystals (2.6 g)
  6. customRecrystallization from ethanol

출처 및 근거

ORD 기록
ord-f0bb98829a8d41b3b6b429fdd9150e09
출처 데이터셋
uspto-grants-1984_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04447260

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