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

HRID 543568
ノート
印刷プレビュー

反応式

HRID 543568 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒
2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f0bb98829a8d41b3b6b429fdd9150e09
出典データセット
uspto-grants-1984_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04447260

反応ノート

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