1,2-Dichloroethane → HCID 136337161、化合物

HRID 1428824ノート

反応式

HRID 1428824 の反応式
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([C:11](=[N:30][C:31]([O:33]CC)=O)[NH:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][C:20]3[C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[CH:23]=[CH:22][CH:21]=3)=[CH:15][CH:14]=2)[CH:10]=1)=[O:5])[CH3:2].ClCCCl>[Ti](Cl)(Cl)(Cl)Cl.CCO>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([C:11]2[NH:30][C:31](=[O:33])[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:19][C:20]4[C:29]5[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=5)[CH:23]=[CH:22][CH:21]=4)[CH:17]=3)[N:12]=2)[CH:10]=1)=[O:5])[CH3:2]

参加物

5

反応物 2

HCID 111,2-DichloroethaneHCID 178473530HCID 178473530、化合物

生成物 1

HCID 136337161HCID 136337161、化合物

試薬・触媒・溶媒 2

HCID 24193Titanium Tetrachloride触媒HCID 702Ethanol溶媒

反応条件

温度
90 °C

実験手順

Titanium (IV) chloride (0.86 mL, 7.8 mmol) was added to a solution of 1-{ethoxycarbonylimino-[4-(naphthalen-1-yloxy)-phenylamino]methyl}-1H-pyrazole-4-carboxylic acid ethyl ester (0.74 g, 1.6 mmol) and DCE (10 mL), and the resulting mixture was heated to 90° C. for 16 h. The reaction mixture was cooled to room temperature and poured into 50 mL EtOH. The mixture was stirred for 30 min and the solid precipitate was collected by vacuum filtration (0.46 g, 69%). MS (ESI): mass calcd. for C24H18N4O4, 426.1; m/z found, 427.1 [M+H]+. 1H NMR (400 MHz, DMSO-d6): 12.87 (s, 1H), 8.99 (s, 1H), 8.29 (s, 1H), 8.05 (d, J=7.5 Hz, 1H), 8.02 (d, J=8.3 Hz, 1H), 7.86 (d, J=8.3 Hz, 1H), 7.79 (d, J=7.6 Hz, 1H), 7.70 (dd, J=8.9, 2.9 Hz, 1H), 7.64-7.60 (m, 1H), 7.60-7.53 (m, 2H), 7.39 (d, J=2.8 Hz, 1H), 7.23 (d, J=7.4 Hz, 1H), 4.30 (q, J=7.1 Hz, 2H), 1.32 (t, J=7.1 Hz, 3H).

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationthe solid precipitate was collected by vacuum filtration (0.46 g, 69%)

出典と根拠

ORDレコード
ord-b801f5e286044d34b07c043e15c3e475
出典データセット
uspto-grants-2015_01
特許番号
US08937078B2

反応ノート

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