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

HRID 1885160ノート

反応式

HRID 1885160 の反応式
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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-31cc7c1f21f64bdeb622a2ef6a3073db
出典データセット
uspto-grants-1992_09
特許番号
US05143916

反応ノート

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