N,N-Diethylethylenediamine → N(2-diethylaminoethyl)-5-butanoyl-2-methoxybenzamide

HRID 1704743Notes

Reaction equation

HRID 1704743 reaction equation
[C:1]([C:6]1[CH:7]=[C:8](C)[C:9]([O:15][CH3:16])=[C:10]([CH:14]=1)[C:11]([O-:13])=O)(=[O:5])[CH2:2][CH2:3][CH3:4].[CH2:18]([N:20]([CH2:23][CH2:24][NH2:25])[CH2:21][CH3:22])[CH3:19]>>[CH2:18]([N:20]([CH2:21][CH3:22])[CH2:23][CH2:24][NH:25][C:11](=[O:13])[C:10]1[CH:14]=[C:6]([C:1](=[O:5])[CH2:2][CH2:3][CH3:4])[CH:7]=[CH:8][C:9]=1[O:15][CH3:16])[CH3:19]

Participants

3

Reactant 2

HCID 60993N,N-DiethylethylenediamineHCID 131711354HCID 131711354, compound

Product 1

HCID 22758666N(2-diethylaminoethyl)-5-butanoyl-2-methoxybenzamide

Conditions

Temperature
100 °C

Procedure

In a flask equipped with a Dean-Stark device, there are introduced 10 g of the ester obtained in Example 3 and 10 g of diethylaminoethylamine and the mixture is heated to 100° C. for 3 hours. There are thus obtained 10.3 g of an oily product which is converted to hydrochlorate in the ethanol-ether mixture. The product obtained has a melting point of 155° C.

Workup

  1. customIn a flask equipped with a Dean-Stark device, there
  2. customThe product obtained

Sources & evidence

ORD record
ord-94b420d4f1e54880809f23c890fcdd16
Source dataset
uspto-grants-1978_11
Patent number
US04127666

Reaction notes

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