Water → 4-isostearamidoethyl-7-methyl-3,6-dihydro-2H-1,4-diazepin-5-one

HRID 67668

Reaction equation

HRID 67668 reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][NH2:7].[C:8]([OH:27])(=O)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH:23]([CH3:25])[CH3:24].[C:28](OCC)(=[O:33])[CH2:29][C:30]([CH3:32])=O.O>C(O)C>[C:8]([NH:1][CH2:2][CH2:3][N:4]1[C:28](=[O:33])[CH2:29][C:30]([CH3:32])=[N:7][CH2:6][CH2:5]1)(=[O:27])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH:23]([CH3:24])[CH3:25]

Participants

6

Reactant 4

HCID 962WaterHCID 8111DiethylenetriamineHCID 8868Ethyl AcetoacetateHCID 2185916-Methylheptadecanoic Acid

Product 1

HCID 1317128024-isostearamidoethyl-7-methyl-3,6-dihydro-2H-1,4-diazepin-5-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Into an apparatus similar to that in Example 1, were charged 103.1 g (1 mole) of diethylenetriamine and 284.5 g (1 mole) of isostearic acid. At 200° to 210° C., 18 g of water was distilled off to effect the monoamide formation. Then, after the addition of 130.1 g (1 mole) of ethyl acetoacetate, 18 g of water and 46 g of ethanol were distilled off at 150° to 160° C. to obtain 4-isostearamidoethyl-7-methyl-3,6-dihydro-2H-1,4-diazepin-5-one.

Workup

  1. distillationAt 200° to 210° C., 18 g of water was distilled off
  2. distillationwere distilled off at 150° to 160° C.

Sources & evidence

ORD record
ord-53068da6218c4df7a8839381c2a1f811
Source dataset
uspto-grants-1982_08
Patent number
US04346087

Linked notes

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