2-Pyridinecarboxaldehyde → 1-(pyridin-2-yl)-N-((1R,2R)-2-(((pyridin-2-yl)methylidene)amino)cyclohexyl)methanimine

HRID 857829ノート

反応式

HRID 857829 の反応式
[NH2:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[NH2:8].[N:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]=O>CO>[N:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]=[N:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[N:8]=[CH:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][N:9]=1

参加物

4

反応物 2

HCID 142732-PyridinecarboxaldehydeHCID 438061,2-Diaminocyclohexane, trans-

生成物 1

HCID 100629331-(pyridin-2-yl)-N-((1R,2R)-2-(((pyridin-2-yl)methylidene)amino)cyclohexyl)methanimine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

15.0 g (0.13 mol) of trans-1,2-diaminocyclohexane are dissolved in 80 ml of methanol and, at room temperature, 28.1 g (0.26 mol) of pyridine-2-aldehyde are added a little at a time. The solution is refluxed for one hour and then cooled to room temperature. The precipitated solid is filtered off and dried in an oil pump vacuum. The product is obtained in the form of a light-yellow powder in a yield of 23 g (79 mmol, 60%). 1H-NMR (400 MHz, CDCl3): δ=8.55 (m, 2H, Py), 8.31 (s, 2H, ═C—H), 7.88, 7.63, 7.21 (3×m, 6H, Py), 3.52 (m, 2H, NC—H), 1.90–1.49 (m, 8H, (CH2)4) ppm.

後処理

  1. temperatureThe solution is refluxed for one hour
  2. filtrationThe precipitated solid is filtered off
  3. customdried in an oil pump vacuum
  4. customThe product is obtained in the form of a light-yellow powder in a yield of 23 g (79 mmol, 60%)

出典と根拠

ORDレコード
ord-9a344a5e80f2460db85d783760a81afd
出典データセット
uspto-grants-2006_12
特許番号
US07148174B2

反応ノート

読み込み中…