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

HRID 1059998
ノート
印刷プレビュー

反応式

HRID 1059998 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water
溶媒

反応条件

温度
60 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-3d374a08b1144c90a74eb973dc831983
出典データセット
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06521643B1

反応ノート

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