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Hydrochloric Acid → N-(3-(4-methoxypyridin-2-yl)phenyl)thiourea

HRID 1059998
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HRID 1059998 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]2[CH:10]=[C:11]([NH:15][C:16]([NH:18]C(=O)C3C=CC=CC=3)=[S:17])[CH:12]=[CH:13][CH:14]=2)[CH:4]=1.[OH-].[Na+].Cl>CO.O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]2[CH:10]=[C:11]([NH:15][C:16]([NH2:18])=[S:17])[CH:12]=[CH:13][CH:14]=2)[CH:4]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18667595N-(3-(4-methoxypyridin-2-yl)phenyl)-N'-benzoylthiourea

생성물 1

HCID 18667488N-(3-(4-methoxypyridin-2-yl)phenyl)thiourea수율 96%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water
용매

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온도
60 °C

실험 절차

To a suspension of N-(3-(4-methoxypyridin-2-yl)phenyl)-N′-benzoylthiourea (429 mg) in methanol (5 ml) was added an aqueous sodium hydroxide solution (1N, 1.42 ml) dropwise. The mixture was stirred at 60° C. for 1 hour and cooled to ambient temperature. The pH was adjusted to 8.0 with 1N hydrochloric acid. The mixture was diluted with water (50 ml) and extracted with dichloromethane-methanol (4:1). The organic layer was washed with brine, dried over sodium sulfate and evaporated under reduced pressure. The residue was triturated with diisopropyl ether, collected by filtration, washed with diisopropyl ether and dried under reduced pressure to give N-(3-(4-methoxypyridin-2-yl)phenyl)thiourea (294 mg).

후처리

  1. temperaturecooled to ambient temperature
  2. extractionextracted with dichloromethane-methanol (4:1)
  3. washThe organic layer was washed with brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated under reduced pressure
  6. customThe residue was triturated with diisopropyl ether
  7. filtrationcollected by filtration
  8. washwashed with diisopropyl ether
  9. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-3d374a08b1144c90a74eb973dc831983
출처 데이터셋
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06521643B1

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