Hydrochloric Acid → 2-Chloro-N-(3-cyano-4,5-dimethyl-2-furanyl)acetamide

HRID 1733147

Reaction equation

HRID 1733147 reaction equation
[NH2:1][C:2]1[O:3][C:4]([CH3:10])=[C:5]([CH3:9])[C:6]=1[C:7]#[N:8].[Cl:11][CH2:12][C:13](Cl)=[O:14].Cl>C1(C)C=CC=CC=1>[Cl:11][CH2:12][C:13]([NH:1][C:2]1[O:3][C:4]([CH3:10])=[C:5]([CH3:9])[C:6]=1[C:7]#[N:8])=[O:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 2902202-Amino-4,5-dimethyl-3-furancarbonitrile

Product 1

HCID 162273542-Chloro-N-(3-cyano-4,5-dimethyl-2-furanyl)acetamideYield 122.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

20.4 g (0.1 mole) of 2-amino-3-cyano-4,5-dimethylfurane and 17.5 g (0.155 mole) of chloroacetyl chloride were boiled in 200 ml of toluene until the evolution of hydrogen chloride had subsided. Thereafter, the solvent was evaporated off under reduced pressure and the residue was recrystallized from ethyl acetate. 26 g of 2-chloroacetylamino-3-cyano-4,5-dimethylfurane of melting point 114° C. were obtained in this manner.

Workup

  1. customThereafter, the solvent was evaporated off under reduced pressure
  2. customthe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-732f528106744e908873ac48e9d38c0e
Source dataset
uspto-grants-1980_12
Patent number
US04240820

Linked notes

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