Butyl acetoacetate → 4-(2-hydroxytetradecyl)aminoethyl-7-methyl-3,6-dihydro-2H-1,4-diazepin-5-one

HRID 67671Notes

Reaction equation

HRID 67671 reaction equation
[OH:1][CH:2]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:3][NH:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][NH2:10].[C:23](OCCCC)(=[O:28])[CH2:24][C:25]([CH3:27])=O>>[OH:1][CH:2]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:3][NH:4][CH2:5][CH2:6][N:7]1[C:23](=[O:28])[CH2:24][C:25]([CH3:27])=[N:10][CH2:9][CH2:8]1

Participants

3

Reactant 2

HCID 11576Butyl acetoacetateHCID 20527041N-(2-hydroxy)tetradecyldiethylenetriamine

Product 1

HCID 705489164-(2-hydroxytetradecyl)aminoethyl-7-methyl-3,6-dihydro-2H-1,4-diazepin-5-one

Procedure

Into an apparatus similar to that in Example 1, were charged 313.5 g (1 mole) of N-(2-hydroxy)tetradecyldiethylenetriamine and 158.1 g (1 mole) of butyl acetoacetate. At 150° to 160° C. and under a reduced pressure of 50 mmHg, 18 g of water and 74 g of butanol were distilled off to obtain 4-(2-hydroxytetradecyl)aminoethyl-7-methyl-3,6-dihydro-2H-1,4-diazepin-5-one.

Workup

  1. distillationAt 150° to 160° C. and under a reduced pressure of 50 mmHg, 18 g of water and 74 g of butanol were distilled off

Sources & evidence

ORD record
ord-57455522c0774fc1b4a835ad7b37ec43
Source dataset
uspto-grants-1982_08
Patent number
US04346087

Reaction notes

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