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

HRID 441241

반응식

HRID 441241 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f4e7c6fdea184ac1af3418aa2524b819
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05521170

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