Water → HCID 178431704、化合物

HRID 551944

反応式

HRID 551944 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][C:10]2[CH:17]=[CH:16][C:13]([CH:14]=O)=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[NH2:18][C:19]1[CH:31]=[CH:30][C:22]2[O:23][C:24]([CH3:29])([CH3:28])[O:25][C:26](=[O:27])[C:21]=2[CH:20]=1.O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][C:10]2[CH:17]=[CH:16][C:13](/[CH:14]=[N:18]/[C:19]3[CH:31]=[CH:30][C:22]4[O:23][C:24]([CH3:28])([CH3:29])[O:25][C:26](=[O:27])[C:21]=4[CH:20]=3)=[CH:12][CH:11]=2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 962WaterHCID 112534834-[(4-Chlorophenyl)ethynyl]benzaldehydeHCID 116153306-Amino-2,2-dimethyl-benzo[1,3]dioxin-4-one

生成物 1

HCID 178431704HCID 178431704、化合物収率 92.4%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A solution of 4-[(4-chlorophenyl)ethynyl]benzaldehyde (2.60 g, 10.9 mmol, intermediate which may be prepared according to methods disclosed in EP03103780.7) and 6-amino-2,2-dimethyl-4H-1,3-benzodioxin-4-one (2.00 g, 10.36 mmol) in toluene (40 mL) was heated at reflux for 2 hrs with azeotropic removal of water. Then the temperature was cooled down slowly. A yellow solid precipitated out and MeOH (40 mL) was added. The precipitate was filtered, washed with MeOH (2×) and dried under reduced pressure to give 3.98 g (92%) of the title compound as a yellow powder. 1H NMR (CDCl3) δ: 8.53 (s, 1H), 7.90 (d, J=8.2 Hz, 2H), 7.85 (d, J=2.5 Hz, 1H), 7.64 (d, J=8.2 Hz, 2H), 7.53 (dd, J=8.6, 2.5 Hz, 1H), 7.50 (d, J=8.5 Hz, 2H), 7.36 (d, J=8.5 Hz, 2H), 7.03 (d, J=8.6 Hz, 1H).

後処理

  1. temperatureThen the temperature was cooled down slowly
  2. customA yellow solid precipitated out and MeOH (40 mL)
  3. additionwas added
  4. filtrationThe precipitate was filtered
  5. washwashed with MeOH (2×)
  6. customdried under reduced pressure

出典と根拠

ORDレコード
ord-e56071e3d0b14935a3fcff0403fc33fb
出典データセット
uspto-grants-2011_05
特許番号
US07947851B2

関連ノート

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