N-Methyl-N'-(4-oxo-1,2,3,4-tetrahydronaphthalen-1-yl)urea → 1-Methyl-3-(1,2,3,4-tetrahydro-4-hydroxy-1-naphthyl)urea

HRID 2072146노트

반응식

HRID 2072146 반응식
[CH3:1][NH:2][C:3]([NH:5][CH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[O:16])[CH2:8][CH2:7]1)=[O:4]>O=[Pt]=O.C(O)C>[CH3:1][NH:2][C:3]([NH:5][CH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]([OH:16])[CH2:8][CH2:7]1)=[O:4]

참가 물질

4

반응물 1

HCID 20327317N-Methyl-N'-(4-oxo-1,2,3,4-tetrahydronaphthalen-1-yl)urea

생성물 1

HCID 203273191-Methyl-3-(1,2,3,4-tetrahydro-4-hydroxy-1-naphthyl)urea

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 702Ethanol용매

실험 절차

1-Methyl-3-(1,2,3,4-tetrahydro-4-oxo-1-naphthyl)-urea (3.3 g.) is hydrogenated in the presence of 0.3 g. of PtO2 10.05 mmole FeCl3 solution in 300 ml. of 95% ethanol using a low-pressure all-glass hydrogenator. After 615 ml. of hydrogen is absorbed, the excess hydrogen is removed by purging the system with nitrogen. The solution is filtered and evaporated to dryness in vacuo to afford 3.4 g. of an oil. The oil is stirred with about 20 ml. of acetone and the formed white solid is collected to afford 1.6 g. of the title compound as a cis/trans mixture, melting point 172°-180° C.

후처리

  1. customof hydrogen is absorbed
  2. customthe excess hydrogen is removed
  3. customby purging the system with nitrogen
  4. filtrationThe solution is filtered
  5. customevaporated to dryness in vacuo
  6. customto afford 3.4 g
  7. customof acetone and the formed white solid is collected
  8. customto afford 1.6 g

출처 및 근거

ORD 기록
ord-f6e83af30b2d4942bea2bdca8d1f6789
출처 데이터셋
uspto-grants-1977_09
특허 번호
US04049717

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