Ethoxyacetyl chloride → HCID 20300362, compound

HRID 1733149Notes

Reaction equation

HRID 1733149 reaction equation
[CH2:1]([O:3][CH2:4][C:5](Cl)=[O:6])[CH3:2].[NH2:8][C:9]1[O:10][CH:11]=[C:12]([C:16]([CH3:19])([CH3:18])[CH3:17])[C:13]=1[C:14]#[N:15]>CN(C)C=O>[CH2:1]([O:3][CH2:4][C:5]([NH:8][C:9]1[O:10][CH:11]=[C:12]([C:16]([CH3:19])([CH3:18])[CH3:17])[C:13]=1[C:14]#[N:15])=[O:6])[CH3:2]

Participants

4

Reactant 2

HCID 84189Ethoxyacetyl chlorideHCID 13770581HCID 13770581, compound

Product 1

HCID 20300362HCID 20300362, compoundYield 78.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

26.2 g (0.2 mole) of ethoxyacetyl chloride were added dropwise to a solution of 32.8 g (0.2 mole) of 2-amino-3-cyano-4-tert.-butyl-furan in 200 ml of dimethylformamide at room temperature. After the moderately exothermic reaction had subsided (rise in temperature from 23° C. to 38°), the reaction mixture was poured into ice-water. The solid product thereby obtained was filtered off and recrystallized, in the moist state, from a little methanol. 39.3 g of 2-ethoxyacetylamino-3-cyano-4-tert.-butyl-furan of melting point 98° C. were obtained in this manner.

Workup

  1. customAfter the moderately exothermic reaction
  2. custom(rise in temperature from 23° C. to 38°)
  3. customThe solid product thereby obtained
  4. filtrationwas filtered off
  5. customrecrystallized, in the moist state, from a little methanol

Sources & evidence

ORD record
ord-fb550f32f9a142988950d003b62e7881
Source dataset
uspto-grants-1980_12
Patent number
US04240820

Reaction notes

Loading…