Malononitrile → HCID 13770581, compound

HRID 1733146Notes

Reaction equation

HRID 1733146 reaction equation
N1CCOCC1.[OH:7][CH2:8][C:9](=O)[C:10]([CH3:13])([CH3:12])[CH3:11].[CH2:15]([C:18]#[N:19])[C:16]#[N:17]>CN(C)C=O>[NH2:19][C:18]1[O:7][CH:8]=[C:9]([C:10]([CH3:13])([CH3:12])[CH3:11])[C:15]=1[C:16]#[N:17]

Participants

5

Reactant 3

HCID 8010MalononitrileHCID 8083MorpholineHCID 99558361-hydroxy-3,3-dimethylbutan-2-one

Product 1

HCID 13770581HCID 13770581, compoundYield 51.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

174 g (2 moles) of morpholine were added dropwise to a solution of 232 g (2 moles) of hydroxy-pinacolone and 132 g (2 moles) of malonic acid dinitrile in 500 ml of dimethylformamide, while cooling, in a manner such that the internal temperature did not rise above 40° C. After the reaction had ended, the reaction mixture was stirred into 5 liters of ice-water. The solid product which thereby precipitated was filtered off, washed with water and dried. 170 g of 2-amino-3-cyano-4-tert.-butyl-furan of melting point 86° C. were obtained in this manner.

Workup

  1. temperaturewhile cooling, in a manner such that the internal temperature
  2. customdid not rise above 40° C
  3. customThe solid product which thereby precipitated
  4. filtrationwas filtered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-8a7eb99a7da64152ab6244d79dd93ab8
Source dataset
uspto-grants-1980_12
Patent number
US04240820

Reaction notes

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