Sulfuric Acid → N-tert-butylpyrazine-2-carboxamide

HRID 3647

反応式

HRID 3647 の反応式
S(=O)(=O)(O)O.[C:6]([C:8]1[CH:13]=[N:12][CH:11]=[CH:10][N:9]=1)#[N:7].[C:14](O)([CH3:17])([CH3:16])[CH3:15].[OH-:19].[Na+]>O>[C:14]([NH:7][C:6]([C:8]1[CH:13]=[N:12][CH:11]=[CH:10][N:9]=1)=[O:19])([CH3:17])([CH3:16])[CH3:15]

参加物

6

反応物 4

HCID 1118Sulfuric AcidHCID 6386tert-ButanolHCID 14798Sodium HydroxideHCID 73172Pyrazinecarbonitrile

生成物 1

HCID 4462842N-tert-butylpyrazine-2-carboxamide

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 1030 g of an 80% aqueous solution of sulfuric acid (8.40 moles of sulfuric acid), 220.5 g (2.10 moles) of 2-cyanopyrazine was added dropwise keeping the internal temperature at 40° C. or less with stirring. In succession, 187 g (2.52 moles) of tert-butyl alcohol was added dropwise to the mixture, keeping the internal temperature at 9° to 15° C., over 3 hours. Further, the temperature was kept at the same temperature for 2.5 hours. After the reaction, the reaction liquid was added to 3500 g of water with stirring. Thus obtained mixture was neutralized with an aqueous solution of sodium hydroxide. Precipitated crystalline solid was separated by filtration, washed with water and then dried to obtain 338.7 g (1.89 moles) of N-tert-butyl-2-pyrazine-carboxamide. It had a melting point of 88° to 90° C. Further, from the water layer, from which the intended product had been separated by filtration, 7.17 g (0.04 mole) of the intended product was further obtained by extraction thereof with toluene.

後処理

  1. customat 40° C. or less
  2. customat 9° to 15° C.
  3. waitFurther, the temperature was kept at the same temperature for 2.5 hours
  4. customAfter the reaction
  5. customthe reaction liquid
  6. stirringwith stirring
  7. customPrecipitated crystalline solid was separated by filtration
  8. washwashed with water
  9. customdried

出典と根拠

ORDレコード
ord-a23e58160f8d42ea84086afccb55201f
出典データセット
uspto-grants-1998_03
特許番号
US05734055

関連ノート

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