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

HRID 3647

반응식

HRID 3647 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

HCID 4462842N-tert-butylpyrazine-2-carboxamide

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a23e58160f8d42ea84086afccb55201f
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05734055

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