Triethylamine → N-(4-propylphenyl)-5-(4-cyanobenzamido)-2-methylbenzamide

HRID 1266209ノート

反応式

HRID 1266209 の反応式
[CH2:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)[CH2:2][CH3:3].[C:11]([C:13]1[CH:31]=[CH:30][C:16]([C:17]([NH:19][C:20]2[CH:21]=[CH:22][C:23]([CH3:29])=[C:24]([CH:28]=2)[C:25](Cl)=[O:26])=[O:18])=[CH:15][CH:14]=1)#[N:12].C(N(CC)CC)C>C(Cl)Cl>[CH2:1]([C:4]1[CH:10]=[CH:9][C:7]([NH:8][C:25](=[O:26])[C:24]2[CH:28]=[C:20]([NH:19][C:17](=[O:18])[C:16]3[CH:30]=[CH:31][C:13]([C:11]#[N:12])=[CH:14][CH:15]=3)[CH:21]=[CH:22][C:23]=2[CH3:29])=[CH:6][CH:5]=1)[CH2:2][CH3:3]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 759084-PropylanilineHCID 226677745-(4-Cyanobenzamido)-2-methylbenzoyl chloride

生成物 1

HCID 9800950N-(4-propylphenyl)-5-(4-cyanobenzamido)-2-methylbenzamide収率 16.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4-n-Propylaniline (0.11 g) was added to a stirred suspension of 5-(4-cyanobenzamido)-2-methylbenzoyl chloride (0.224 g), triethylamine (0.21 ml) and methylene chloride (5 ml) and the resultant mixture was stirred at ambient temperature for 16 hours. The mixture was filtered and the filtrate was evaporated. The residue was purified by column chromatography on silica using increasingly polar mixtures of methylene chloride and methanol as eluent. There was thus obtained the title compound (0.049 g); NMR Spectrum: (DMSOd6) 0.87 (t, 3H), 1.56 (m, 2H), 2.33 (s, 3H), 2.48 (m, 2H), 7.13 (d, 2H), 7.28 (d, 1H), 7.63 (m, 2H), 7.83 (m, 3H), 8.01 (d, 1H), 8.1 (m, 2H); Mass Spectrum: M+H+ 398.

後処理

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated
  3. customThe residue was purified by column chromatography on silica using
  4. temperatureincreasingly polar mixtures of methylene chloride and methanol as eluent

出典と根拠

ORDレコード
ord-76de84a752254c0bbefe12b47c2de6d0
出典データセット
uspto-grants-2003_04
特許番号
US06548514B1

反応ノート

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