Hydrochloric Acid → 3-[3-(carboxymethylthio)propyl]-N-(3-pyridyl)indole hydrochloride

HRID 485345노트

반응식

HRID 485345 반응식
C([O:3][C:4]([CH2:6][S:7][CH2:8][CH2:9][CH2:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]([C:20]2[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=2)[CH:12]=1)=[O:5])C.[ClH:26]>CO.[OH-].[Na+].CC(C)=O>[ClH:26].[C:4]([CH2:6][S:7][CH2:8][CH2:9][CH2:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]([C:20]2[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=2)[CH:12]=1)([OH:5])=[O:3]

참가 물질

6

반응물 2

HCID 313Hydrochloric AcidHCID 202701983-[3-(ethoxycarbonylmethylthio)propyl]-N-(3-pyridyl)indole

생성물 1

HCID 134903773-[3-(carboxymethylthio)propyl]-N-(3-pyridyl)indole hydrochloride

시약·촉매·용매 3

HCID 180Acetone용매HCID 887Methanol용매HCID 14798Sodium Hydroxide용매

실험 절차

A solution of 90 mg of 3-[3-(ethoxycarbonylmethylthio)propyl]-N-(3-pyridyl)indole in 5 ml of methanol and 1 ml of 1N sodium hydroxide is refluxed for 10 hours, cooled and evaporated. The resulting oil is partitioned between ether and water. The aqueous phase is brought to pH=6 with concentrated sulfuric acid, is extracted with chloroform and the chloroform extract is dried over sodium sulfate. Filtration and evaporation gives an oil which is redissolved in 2 ml of acetone and is treated with 0.07 ml of 3N ethereal hydrogen chloride. Evaporation and crystallization from acetone-ether yields 3-[3-(carboxymethylthio)propyl]-N-(3-pyridyl)indole hydrochloride, m.p. 106°-110°.

후처리

  1. temperaturecooled
  2. customevaporated
  3. customThe resulting oil is partitioned between ether and water
  4. extractionis extracted with chloroform
  5. extractionthe chloroform extract
  6. dry with materialis dried over sodium sulfate
  7. filtrationFiltration and evaporation
  8. customgives an oil which
  9. customEvaporation and crystallization from acetone-ether

출처 및 근거

ORD 기록
ord-fdbfe043bd204a7686892102162c328f
출처 데이터셋
uspto-grants-1985_08
특허 번호
US04536505

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