Carbon Dioxide → 1-(7-Methoxy-1-naphthyl)-4-benzyl-2,6-piperazinedione

HRID 373100

반응식

HRID 373100 반응식
C(N1C=CN=C1)(N1C=CN=C1)=O.[CH2:13]([N:20]([CH2:25][C:26]([OH:28])=O)[CH2:21][C:22]([OH:24])=O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(=O)=O.[NH2:32][C:33]1[C:42]2[C:37](=[CH:38][CH:39]=[C:40]([O:43][CH3:44])[CH:41]=2)[CH:36]=[CH:35][CH:34]=1>O1CCCC1.C(O)C>[CH3:44][O:43][C:40]1[CH:41]=[C:42]2[C:37]([CH:36]=[CH:35][CH:34]=[C:33]2[N:32]2[C:22](=[O:24])[CH2:21][N:20]([CH2:13][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:25][C:26]2=[O:28])=[CH:38][CH:39]=1

참가 물질

7

반응물 4

HCID 280Carbon DioxideHCID 682631,1'-CarbonyldiimidazoleHCID 77606N-Benzylaminodiacetic acidHCID 2358177-Methoxynaphthalen-1-amine

생성물 1

HCID 198084871-(7-Methoxy-1-naphthyl)-4-benzyl-2,6-piperazinedione수율 82%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매2회

실험 절차

126 mmol (2.2 equivalents) of carbonyldiimidazole are added to a suspension containing 58 mmol (1 equivalent) of N-benzyliminodiacetic acid in 200 ml of anhydrous tetrahydrofuran. The mixture is brought to reflux until the evolution of CO2 has ceased. A solution containing 58 mmol (1 equivalent) of 1-amino-7-methoxynaphthalene in 40 ml of anhydrous tetrahydrofuran is then added to the above mixture. The resulting mixture is brought to reflux for 20 hours, the solvent is evaporated off and the residue obtained is taken up with 300 ml of anhydrous ethanol. The precipitate formed is filtered off and then dissolved in 200 ml of dichloromethane. The insoluble matter is filtered off and the filtrate concentrated. The expected product is then obtained after taking up in isopropyl ether followed by filtration.

후처리

  1. additionis then added to the above mixture
  2. temperatureto reflux for 20 hours
  3. customthe solvent is evaporated off
  4. customthe residue obtained
  5. customThe precipitate formed
  6. filtrationis filtered off
  7. dissolutiondissolved in 200 ml of dichloromethane
  8. filtrationThe insoluble matter is filtered off
  9. concentrationthe filtrate concentrated

출처 및 근거

ORD 기록
ord-0772976ce0b64442a6231cf527145f77
출처 데이터셋
uspto-grants-1992_11
특허 번호
US05162324

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