Sodium Hydroxide → 3-Methyl-8-(5-methoxy-2-benzimidazolyl)thio-5,6,7,8-tetrahydroquinoline

HRID 649184ノート

反応式

HRID 649184 の反応式
Cl[C:2]1[NH:3][C:4]2[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:5]=2[N:6]=1.NC(N)=[S:15].[CH3:17][C:18]1[CH:19]=[N:20][C:21]2[CH:22](Br)[CH2:23][CH2:24][CH2:25][C:26]=2[CH:27]=1.[OH-].[Na+]>O.C(O)C>[CH3:12][O:11][C:9]1[CH:8]=[CH:7][C:5]2[N:6]=[C:2]([S:15][CH:22]3[C:21]4[N:20]=[CH:19][C:18]([CH3:17])=[CH:27][C:26]=4[CH2:25][CH2:24][CH2:23]3)[NH:3][C:4]=2[CH:10]=1

参加物

7

反応物 4

HCID 14798Sodium HydroxideHCID 5191972-Chloro-5-methoxy-1H-benzimidazoleHCID 2723790ThioureaHCID 139602608-Bromo-3-methyl-5,6,7,8-tetrahydroquinoline

生成物 1

HCID 139602623-Methyl-8-(5-methoxy-2-benzimidazolyl)thio-5,6,7,8-tetrahydroquinoline

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

0.55 Gram of 2-chloro-5-methoxybenzimidazole, 0.2 g of thiourea and 10 ml of ethanol were mixed together and refluxed for 2 hours. Then, 5 ml of an aqueous solution containing 0.5 g of 3-methyl-8-bromo-5,6,7,8-tetrahydroquinoline and 0.3 g of sodium hydroxide was added thereto, and the resulting mixture was refluxed for 5 hours. After the reaction was completed, ethanol was removed by evaporation, to the residue thus obtained was added water, then extracted with chloroform, the chloroform extract was dried with anhydrous magnesium sulfate, and chloroform was removed by evaporation. The residue thus obtained was purified by means of a silica gel column chromatography (eluent: dichloromethane/methanol=100/1) to yield 0.5 g of 8-(5-methoxy-2-benzimidazolyl)thio-3-methyl-5,6,7,8-tetrahydroquinoline in the form of colorless caramel-like substance.

後処理

  1. temperaturerefluxed for 2 hours
  2. additionwas added
  3. temperaturethe resulting mixture was refluxed for 5 hours
  4. customethanol was removed by evaporation, to the residue
  5. customthus obtained
  6. extractionextracted with chloroform
  7. extractionthe chloroform extract
  8. dry with materialwas dried with anhydrous magnesium sulfate, and chloroform
  9. customwas removed by evaporation
  10. customThe residue thus obtained
  11. customwas purified by means of a silica gel column chromatography (eluent: dichloromethane/methanol=100/1)

出典と根拠

ORDレコード
ord-69178ee9b4b94831b760d1973e9e75b7
出典データセット
uspto-grants-1988_04
特許番号
US04738970

反応ノート

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