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Sodium Hydroxide → N-(3-Methyl-5,6,7,8-tetrahydroquinolin-8-yl)thiourea

HRID 1730012
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반응식

HRID 1730012 반응식
C([NH:9][C:10]([NH:12][CH:13]1[C:22]2[N:21]=[CH:20][C:19]([CH3:23])=[CH:18][C:17]=2[CH2:16][CH2:15][CH2:14]1)=[S:11])(=O)C1C=CC=CC=1.[OH-].[Na+]>>[C:10]([NH:12][CH:13]1[C:22]2[N:21]=[CH:20][C:19]([CH3:23])=[CH:18][C:17]=2[CH2:16][CH2:15][CH2:14]1)(=[S:11])[NH2:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 14798Sodium HydroxideHCID 123582458-Benzoylthiocarbamoylamino-3-methyl-5,6,7,8-tetrahydroquinoline

생성물 1

HCID 12358209N-(3-Methyl-5,6,7,8-tetrahydroquinolin-8-yl)thiourea수율 98%

실험 절차

8-Benzoylthiocarbamoylamino-3-methyl-5,6,7,8-tetrahydroquinoline (6 g.) was treated with a 10% sodium hydroxide solution (24 ml.) and the mixture heated on a steam bath for 15 minutes. The cooled reaction mixture was adjusted to pH 1.0 with conc. HC1, filtered to remove benzoic acid and the filtrate adjusted to pH 10.0 with aqueous ammonia. The resultant solid was recrystallised from ethanol to give the hydrate of the title compound as colourless needles (4 g.). m.p. 114° C. (Found C, 55.3; H, 7.3; N, 17.2. C11H15N3S.H2O requires: C,55.1; H, 7.3; N, 17.4%). The product displayed anti-ulcer activity.

후처리

  1. temperature
the mixture heated on a steam bath for 15 minutes
  • customThe cooled reaction mixture
  • filtrationfiltered
  • customto remove benzoic acid
  • customThe resultant solid was recrystallised from ethanol
  • 출처 및 근거

    ORD 기록
    ord-f72d29f1742b477d8b14cf3f349fd000
    출처 데이터셋
    uspto-grants-1976_11
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US03991065

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