Water → 3-Methyl-8-(5-methoxy-2-benzimidazolyl)sulfinyl-5,6,7,8-tetrahydroquinoline

HRID 1638589노트

반응식

HRID 1638589 반응식
[CH3:1][C:2]1[CH:3]=[N:4][C:5]2[CH:6]([S:12][C:13]3[NH:14][C:15]4[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:16]=4[N:17]=3)[CH2:7][CH2:8][CH2:9][C:10]=2[CH:11]=1.ClC1C=CC=C(C(OO)=[O:32])C=1.O.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[CH3:1][C:2]1[CH:3]=[N:4][C:5]2[CH:6]([S:12]([C:13]3[NH:14][C:15]4[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:16]=4[N:17]=3)=[O:32])[CH2:7][CH2:8][CH2:9][C:10]=2[CH:11]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 70297m-Chloroperbenzoic acidHCID 139602623-Methyl-8-(5-methoxy-2-benzimidazolyl)thio-5,6,7,8-tetrahydroquinoline

생성물 1

HCID 139602713-Methyl-8-(5-methoxy-2-benzimidazolyl)sulfinyl-5,6,7,8-tetrahydroquinoline

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

4.00 Grams of 3-methyl-8-(5-methoxy-2-benzimidazolyl)thio-5,6,7,8-tetrahydroquinoline was dissolved in 80 ml of dichloromethane, to this solution was added dropwise slowly at -10° C. a solution which was prepared by dissolving 2.37 g of meta-chloroperbenzoic acid (85%) in 30 ml of dichloromethane. After the dropwise addition was finished, the reaction mixture was stirred at -10° C. to -4° C. for 15 minutes. Water was added to the reaction mixture, then was made alkaline by adding sodium carbonate, then extracted with diethyl ether. The diethyl ether layer was washed with an aqueous solution saturated with sodium chloride, then was dried with anhydrous magnesium sulfate. The solvent was removed from the extract by evaporation, and was recrystallized from dichlomethane-diethyl ether to obtain 2.30 g of 3-methyl-8-(5-methoxy-2-benzimidazolyl)sulfinyl-5,6,7,8-tetrahydroquinoline in the form of white powdery crystals. Melting point: 114°-114.5° C. (decomposed).

후처리

  1. additionwas added dropwise slowly at -10° C. a solution which
  2. customwas prepared
  3. additionAfter the dropwise addition
  4. extractionextracted with diethyl ether
  5. washThe diethyl ether layer was washed with an aqueous solution saturated with sodium chloride
  6. dry with materialwas dried with anhydrous magnesium sulfate
  7. customThe solvent was removed from the
  8. extractionextract by evaporation
  9. customwas recrystallized from dichlomethane-diethyl ether

출처 및 근거

ORD 기록
ord-5befc82b7b104cb0a88a74399306b6e4
출처 데이터셋
uspto-grants-1989_11
특허 번호
US04880815

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