Ethyl isocyanate → 4-[[(Dimethylamino)methylene]amino]-3-pyridinol ethylcarbamate

HRID 361332

反応式

HRID 361332 の反応式
[CH3:1][N:2]([CH:4]=[N:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][C:7]=1[OH:12])[CH3:3].[H-].[Na+].[CH2:15]([N:17]=[C:18]=[O:19])[CH3:16]>O1CCCC1>[CH2:15]([NH:17][C:18]([O:12][C:7]1[CH:8]=[N:9][CH:10]=[CH:11][C:6]=1[N:5]=[CH:4][N:2]([CH3:1])[CH3:3])=[O:19])[CH3:16]

参加物

5

反応物 3

HCID 8022Ethyl isocyanateHCID 24758Sodium hydrideHCID 153809294-[[(Dimethylamino)methylene]amino]-3-pyridinol

生成物 1

HCID 677490814-[[(Dimethylamino)methylene]amino]-3-pyridinol ethylcarbamate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a warm solution of 4-[[(dimethylamino)methylene]amino]-3-pyridinol (7.12 g) in dry tetrahydrofuran (150 mL) were added sodium hydride (173 mg) and ethyl isocyanate (3.59 mL). The reaction mixture was stirred at room temperature overnight, cooled in an ice bath and filtered, and the solid was washed with diethyl ether. The solid was distributed between methylene chloride (250 mL) and saturated ammonium chloride (30 mL) and extracted twice more with methylene chloride (100 mL). The solution was dried (MgSO4) and concentrated, and the solid was recrystallized from ethyl acetate to yield 5.7 g of needles, m.p. 138° C. (dec.).

後処理

  1. temperaturecooled in an ice bath
  2. filtrationfiltered
  3. washthe solid was washed with diethyl ether
  4. extractionextracted twice more with methylene chloride (100 mL)
  5. dry with materialThe solution was dried (MgSO4)
  6. concentrationconcentrated
  7. customthe solid was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-eebf09d61fdd47db921fe997da173ffc
出典データセット
uspto-grants-1999_02
特許番号
US05866565

関連ノート

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