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N-methyl-2-pyrrolidone → 1-(2-Chloro-4,5-difluorobenzoyl)-3-(5-amino-2-methoxyphenyl)urea

HRID 855784
ノート
印刷プレビュー

反応式

HRID 855784 の反応式
O.[Sn](Cl)Cl.[Cl:5][C:6]1[CH:28]=[C:27]([F:29])[C:26]([F:30])=[CH:25][C:7]=1[C:8]([NH:10][C:11]([NH:13][C:14]1[CH:19]=[C:18]([N+:20]([O-])=O)[CH:17]=[CH:16][C:15]=1[O:23][CH3:24])=[O:12])=[O:9].CN1CCCC1=O>C(OCC)(=O)C.CO>[NH2:20][C:18]1[CH:17]=[CH:16][C:15]([O:23][CH3:24])=[C:14]([NH:13][C:11]([NH:10][C:8](=[O:9])[C:7]2[CH:25]=[C:26]([F:30])[C:27]([F:29])=[CH:28][C:6]=2[Cl:5])=[O:12])[CH:19]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 13387N-methyl-2-pyrrolidoneHCID 116681521-(2-Chloro4,5-difluorobenzoyl)-3-(2-methoxy-5-nitrophenyl)ureaHCID 43835034Tin dichloride dihydrate

生成物 1

HCID 115665791-(2-Chloro-4,5-difluorobenzoyl)-3-(5-amino-2-methoxyphenyl)urea収率 67%

試薬・触媒・溶媒 1

HCID 21584119Ethylacetate methanol溶媒

実験手順

5.8 g (25.9 mmol) of tin dichloride hydrate were added to 2.0 g (5.2 mmol) of 1-(2-chloro-4,5-difluorobenzoyl)-3-(2-methoxy-5-nitrophenyl)urea in 20 ml of ethyl acetate/methanol mixture at 70° C. After 1 hour, 30 ml of N-methyl-2-pyrrolidinone were added, and the mixture was stirred for a further 2 hours. After cooling, the reaction mixture was made basic and the resulting precipitate was filtered off with suction. The phases were separated. The organic phase was then washed three times with water, dried and concentrated under high vacuum. 1.2 g (67%) of the desired product were obtained.

後処理

  1. temperatureAfter cooling
  2. filtrationthe resulting precipitate was filtered off with suction
  3. customThe phases were separated
  4. washThe organic phase was then washed three times with water
  5. customdried
  6. concentrationconcentrated under high vacuum

出典と根拠

ORDレコード
ord-2d612515089a4fb6a70706178edffb3f
出典データセット
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07262220B2

反応ノート

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