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

HRID 857829노트

반응식

HRID 857829 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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%)

출처 및 근거

ORD 기록
ord-9a344a5e80f2460db85d783760a81afd
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07148174B2

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