Ammonium Hydroxide → 5-Methylfuran-3-carboxamide

HRID 1952857Notes

Reaction equation

HRID 1952857 reaction equation
[CH3:1][C:2]1[O:6][CH:5]=[C:4]([C:7](Cl)=[O:8])[CH:3]=1.[OH-].[NH4+:11]>C1C=CC=CC=1>[CH3:1][C:2]1[O:6][CH:5]=[C:4]([C:7]([NH2:11])=[O:8])[CH:3]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 14192814HCID 14192814, compound

Product 1

HCID 233013445-Methylfuran-3-carboxamide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

24.7 g (171 mmol) of 5-methylfuran-3-carbonyl chloride were added dropwise to a stirred mixture of 80 ml of a 25% strength ammonium hydroxide solution and 80 ml of benzene at 25-40° C. The resulting mixture was stirred for 3 h and left to stand overnight. The next day, white crystals of the amide were filtered off, washed with cold water and dried to constant weight at 40-45° C. Yield 19.7 g (158 mmol, 92%), melting point 158° C.

Workup

  1. waitleft
  2. waitto stand overnight
  3. filtrationThe next day, white crystals of the amide were filtered off
  4. washwashed with cold water
  5. customdried to constant weight at 40-45° C

Sources & evidence

ORD record
ord-2bda9bdd4c5540808b551e7da104171c
Source dataset
uspto-grants-2000_09
Patent number
US06114358

Reaction notes

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