1-Methyl-1-(4-pyridylmethyl)-3-phenylurea → 1-Methyl-1-(4-piperidylmethyl)-3-cyclohexylurea

HRID 1164514노트

반응식

HRID 1164514 반응식
[CH3:1][N:2]([CH2:12][C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1)[C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4].[H][H]>C(O)(=O)C.[Pt]=O>[CH3:1][N:2]([CH2:12][CH:13]1[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]1)[C:3]([NH:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:4]

참가 물질

5

반응물 2

HCID 205111981-Methyl-1-(4-pyridylmethyl)-3-phenylureaHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 205111921-Methyl-1-(4-piperidylmethyl)-3-cyclohexylurea수율 54.4%

시약·촉매·용매 2

HCID 82844Platinum oxide (PtO)촉매HCID 176Acetic Acid용매

실험 절차

1-Methyl-1-(4-pyridylmethyl)-3-phenylurea (7.0 g) in glacial acetic acid (50 ml) was hydrogenated over platinum oxide at 60°/60 p.s.i. until uptake of hydrogen ceased. The catalyst was removed by filtration and the filtrate evaporated in vacuo. The resultant oil was basified with 5 N NaOH (to pH 12) and extracted with chloroform (2×50 ml). The combined extracts were dried (MgSO4) and evaporated with chloroform (2×50 ml). The combined extracts were dried (MgSO4) and evaporated to give 1-methyl-1-(4-piperidylmethyl)-3-cyclohexylurea as an oil (4.0 g). The n.m.r. and mass spectra were compatible with the required structure.

후처리

  1. customThe catalyst was removed by filtration
  2. customthe filtrate evaporated in vacuo
  3. extractionextracted with chloroform (2×50 ml)
  4. dry with materialThe combined extracts were dried (MgSO4)
  5. customevaporated with chloroform (2×50 ml)
  6. dry with materialThe combined extracts were dried (MgSO4)
  7. customevaporated

출처 및 근거

ORD 기록
ord-28a56f0610ff4e2599e3656291c640c7
출처 데이터셋
uspto-grants-1983_01
특허 번호
US04370328

반응 노트

불러오는 중…