Ammonia → 5-[(Diethylamino)methyl]-2-furancarboxamide

HRID 1701805Notes

Reaction equation

HRID 1701805 reaction equation
[CH2:1]([N:3]([CH2:6][C:7]1[O:11][C:10]([C:12]([O:14]CCCC)=O)=[CH:9][CH:8]=1)[CH2:4][CH3:5])[CH3:2].[NH3:19]>>[CH2:1]([N:3]([CH2:6][C:7]1[O:11][C:10]([C:12]([NH2:19])=[O:14])=[CH:9][CH:8]=1)[CH2:4][CH3:5])[CH3:2]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 20346152Butyl 5-[(diethylamino)methyl]furan-2-carboxylate

Product 1

HCID 431321835-[(Diethylamino)methyl]-2-furancarboxamide

Procedure

A mixture of 25.3 g (0.1 mole) of n-butyl 5-(N,N-diethylaminomethyl)-2-furoate is added to 50 ml of liquid ammonia in a pressure vessel. The mixture is held at 180° C. and 2000 pounds per square inch gage pressure for 8 hours. The mixture is cooled to ambient temperature and evaporated to dryness giving 5-(N,N-diethylaminomethyl)-2-furamide (m.p. 164°-165° C.).

Workup

  1. customis held at 180° C.
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-eb85caa288a540a391469828a5b38c70
Source dataset
uspto-grants-1980_03
Patent number
US04195023

Reaction notes

Loading…