N-dodecylethylenediamine → 4-dodecyl-6-methyl-3,6-dihydro-2H-1,4-diazepin-5-one

HRID 67677Notes

Reaction equation

HRID 67677 reaction equation
[CH2:1]([NH:13][CH2:14][CH2:15][NH2:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH:17]([CH:19]([CH3:25])[C:20](OCC)=O)=[O:18]>>[CH2:1]([N:13]1[C:17](=[O:18])[CH:19]([CH3:25])[CH:20]=[N:16][CH2:15][CH2:14]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 10561362N-dodecylethylenediamineHCID 10898741Ethyl 2-Formylpropionate

Product 1

HCID 205270434-dodecyl-6-methyl-3,6-dihydro-2H-1,4-diazepin-5-one

Procedure

Into an apparatus similar to that in Example 1, were charged 228.1 g (1 mole) of N-dodecylethylenediamine and 130.1 g (1 mole) of ethyl 2-formylpropionate. At 140° to 145° C., 18 g of water and 46 g of ethanol were distilled off to obtain 4-dodecyl-6-methyl-3,6-dihydro-2H-1,4-diazepin-5-one.

Workup

  1. distillationAt 140° to 145° C., 18 g of water and 46 g of ethanol were distilled off

Sources & evidence

ORD record
ord-4afd6959548e48daabbc02c6e62ec71d
Source dataset
uspto-grants-1982_08
Patent number
US04346087

Reaction notes

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