Water → 5,6-Dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-one

HRID 1082044ノート

反応式

HRID 1082044 の反応式
[NH2:1][C:2]([NH2:4])=[O:3].N1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2N)[CH2:8][CH2:7][CH2:6]1.O>CCOCC>[NH:1]1[C:13]2=[C:14]3[C:9](=[CH:10][CH:11]=[CH:12]2)[CH2:8][CH2:7][CH2:6][N:4]3[C:2]1=[O:3]

参加物

5

反応物 3

HCID 962WaterHCID 1176UreaHCID 1046728-Quinolinamine, 1,2,3,4-tetrahydro-

生成物 1

HCID 156467025,6-Dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-one収率 50.5%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
180 °C

実験手順

13 g (0.216 mol) of urea are added to 32 g (0.216 mol) of 1,2,3,4-tetrahydroquinolin-8-amine and the mixture is heated for 3 hours at 180° C. Boiling water is added, the reaction mixture is allowed to cool, ether is added and the mixture is stirred for 2 hours. The reaction mixture is then filtered, the precipitate is sucked dry, washed successively with water and ether and dried under vacuum. There are obtained 19 g of product which is recrystallized from isopropanol. The residue is purified by chromatography on a column of silica gel, the eluent being a dichloromethane/methanol (95/5) mixture. There are obtained 7 g of product which is used as is in the following stage.

後処理

  1. temperatureto cool
  2. filtrationThe reaction mixture is then filtered
  3. customthe precipitate is sucked dry
  4. washwashed successively with water and ether
  5. customdried under vacuum

出典と根拠

ORDレコード
ord-755965265ca44c90bc7d9f6bf00929e3
出典データセット
uspto-grants-1996_12
特許番号
US05589476

反応ノート

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