Benzaldehyde, 3-amino- → 1-(2-Fluorophenyl)-3-(3-formylphenyl)urea

HRID 1668337

反応式

HRID 1668337 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[F:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N:17]=[C:18]=[O:19].S([O-])(O)(=O)=O.[K+]>ClCCCl>[F:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[NH:17][C:18]([NH:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:4]([CH:5]=[O:6])[CH:3]=1)=[O:19]

参加物

5

反応物 3

HCID 74366Benzaldehyde, 3-amino-HCID 855882-Fluorophenyl isocyanateHCID 516920Potassium bisulfate

生成物 1

HCID 873628361-(2-Fluorophenyl)-3-(3-formylphenyl)urea収率 83.7%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

The product was prepared as described in Example 2, starting with 484 mg of 3-aminobenzaldehyde (4 mmol) (polymerized form) and 548 mg of 2-fluorophenyl isocyanate in 4 ml of DCE. After cooling, the mixture is poured into 100 ml of saturated potassium hydrogen sulfate solution and extracted with twice 50 ml of ethyl acetate. The combined organic phases are washed with water, dried over sodium sulfate and evaporated. 864 mg of the expected aldehyde are isolated in the form of a gum, in an LC/MS purity of 77%. A crystallized fraction is obtained after trituration from ethyl ether. 165 mg of solid are isolated ([M+H]+): 259. RT=4.28 min (acetonitrile/water gradient from 5% to 85%—Method B).

後処理

  1. customThe product was prepared
  2. temperatureAfter cooling
  3. extractionextracted with twice 50 ml of ethyl acetate
  4. washThe combined organic phases are washed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated

出典と根拠

ORDレコード
ord-e6734d39ccd943858850665bcbc48f10
出典データセット
uspto-grants-2011_08
特許番号
US07989439B2

関連ノート

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