Methanol → 1-{4-[2-(4-Methylphenyl)benzoylamino]benzoyl}-1,2,3,4-tetrahydroquinoline

HRID 441241

反応式

HRID 441241 の反応式
[NH2:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([N:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11][CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.C(N([CH2:25][CH3:26])CC)C.[CH3:27][OH:28]>ClCCl.C(Cl)(Cl)Cl>[CH3:6][C:5]1[CH:4]=[CH:3][C:2]([C:26]2[CH:25]=[CH:9][CH:10]=[CH:11][C:12]=2[C:27]([NH:1][C:2]2[CH:19]=[CH:18][C:5]([C:6]([N:8]3[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[CH2:11][CH2:10][CH2:9]3)=[O:7])=[CH:4][CH:3]=2)=[O:28])=[CH:19][CH:18]=1

参加物

6

反応物 3

HCID 887MethanolHCID 8471TriethylamineHCID 2984117(4-aminophenyl)(3,4-dihydroquinolin-1(2H)-yl)methanone

生成物 1

HCID 105035441-{4-[2-(4-Methylphenyl)benzoylamino]benzoyl}-1,2,3,4-tetrahydroquinoline

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-(4-methylphenyl)benzoic acid (140 mg) in dichloromethane (5 ml) were added oxalyl chloride (133 mg) and a few drop of N,N-dimethylformamide and the solution was stirred at ambient temperature for 2 hours. Dichloromethane was evaporated in vacuo to give an acid chloride as an oil and the oil was added to a mixture of 1-(4-aminobenzoyl)-1,2,3,4-tetrahydroquinoline (166 mg) and triethylamine (0.14 ml) in dichloromethane (20 ml). The mixture was stirred at ambient temperature for 2 hours, washed successively with diluted hydrogen chloride, water and brine and dried over magnesium sulfate. The solvent was evaporated in vacuo to give an oil and the oil was subjected to silica gel column (30 g, 1% methanol in chloroform) to give 1-{4-[2-(4-methylphenyl)benzoylamino]benzoyl}-1,2,3,4-tetrahydroquinoline (202 mg) as an amorphous solid.

後処理

  1. washwashed successively with diluted hydrogen chloride, water and brine
  2. dry with materialdried over magnesium sulfate
  3. customThe solvent was evaporated in vacuo
  4. customto give an oil

出典と根拠

ORDレコード
ord-f4e7c6fdea184ac1af3418aa2524b819
出典データセット
uspto-grants-1996_05
特許番号
US05521170

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