Sodium Hydroxide → HCID 13534713、化合物

HRID 4362ノート

反応式

HRID 4362 の反応式
Cl.[NH2:2][N:3]1[CH2:8][CH:7]=[C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:5][CH2:4]1.[OH-].[Na+].[F:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]=[C:25]=[S:26])=[CH:20][CH:19]=1>O1CCOCC1.O>[F:17][C:18]1[CH:23]=[CH:22][C:21]([NH:24][C:25]([NH:2][N:3]2[CH2:4][CH:5]=[C:6]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH2:7][CH2:8]2)=[S:26])=[CH:20][CH:19]=1

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 152414-Fluorophenyl isothiocyanateHCID 20152381N-amino-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride

生成物 1

HCID 13534713HCID 13534713、化合物収率 64.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒2 回

実験手順

To a stirred solution of N-amino-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride (1.05 g) in a mixture of dioxane (10 ml) and water (5 ml) was added 1N sodium hydroxide solution (5 ml) under ice-bath cooling, and then a solution of 4-fluorophenyl isothiocyanate (1.15 g) in dioxane (5 ml) was added thereto. The mixture was stirred for 5 hours under ice-bath cooling. The reaction mixture was evaporated in vacuo and the residue was extracted several times with ethyl acetate. The combined extract was washed with water, dried over magnesium sulfate and evaporated in vacuo to give a crude product, which was recrystallized from ethyl acetate to give N-[[(4-fluorophenyl)thiocarbamoyl]amino]-4-phenyl-1,2,3,6-tetrahydropyridine (1.05 g).

後処理

  1. temperaturecooling
  2. temperaturecooling
  3. customThe reaction mixture was evaporated in vacuo
  4. extractionthe residue was extracted several times with ethyl acetate
  5. extractionThe combined extract
  6. washwas washed with water
  7. dry with materialdried over magnesium sulfate
  8. customevaporated in vacuo
  9. customto give a crude product, which
  10. customwas recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-2972a999c99c4df9bc9aa7a812034758
出典データセット
uspto-grants-1988_02
特許番号
US04725608

反応ノート

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