Dimethylamine → N,N-dimethyl-2-(4-aminobutyl)benzofuran-6-carboxamide

HRID 1732577Notes

Reaction equation

HRID 1732577 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[O:7][C:8]2[CH:14]=[C:13]([C:15]([O:17]CC)=O)[CH:12]=[CH:11][C:9]=2[CH:10]=1.[CH3:20][NH:21][CH3:22].[O-]CC.[Na+]>C(O)C>[CH3:20][N:21]([CH3:22])[C:15]([C:13]1[CH:12]=[CH:11][C:9]2[CH:10]=[C:6]([CH2:5][CH2:4][CH2:3][CH2:2][NH2:1])[O:7][C:8]=2[CH:14]=1)=[O:17]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 2723922Sodium ethoxideHCID 20303943Ethyl 2-(4-aminobutyl)benzofuran-6-carboxylate

Product 1

HCID 20303938N,N-dimethyl-2-(4-aminobutyl)benzofuran-6-carboxamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 2-(4-aminobutyl)benzofuran-6-carboxylate (13.0 g., 0.05 mole), dimethylamine (35 g.), and a catalytic amount of sodium ethoxide (approximately 100 mg.) in ethanol (100 ml.) is heated in a sealed pressure bottle at 65° C. for 18 hours. Evaporation of the solvent provides N,N-dimethyl-2-(4-aminobutyl)benzofuran-6-carboxamide.

Workup

  1. customEvaporation of the solvent

Sources & evidence

ORD record
ord-6952d2c5160e4893bf721c97ac9a59b0
Source dataset
uspto-grants-1980_12
Patent number
US04238487

Reaction notes

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