Lauric Acid → 4-lauramidoethyl-6-methyl-3,6-dihydro-2H-1,4-diazepin-5-one

HRID 67678

Reaction equation

HRID 67678 reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][NH2:7].[CH:8]([CH:10]([CH3:15])[C:11]([O:13]C)=O)=O.[C:16](O)(=[O:28])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>>[C:16]([NH:1][CH2:2][CH2:3][N:4]1[C:11](=[O:13])[CH:10]([CH3:8])[CH:15]=[N:7][CH2:6][CH2:5]1)(=[O:28])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

Participants

4

Reactant 3

HCID 3893Lauric AcidHCID 8111DiethylenetriamineHCID 103507Propanoic acid, 2-methyl-3-oxo-, methyl ester

Product 1

HCID 705486634-lauramidoethyl-6-methyl-3,6-dihydro-2H-1,4-diazepin-5-one

Procedure

Into an apparatus similar to that in Example 1, were charged 103.1 g (1 mole) of diethylenetriamine and 116.1 g (1 mole) of methyl 2-formylpropionate. At 130° to 135° C., 18 g of water and 32 g of methanol were distilled off. Then, after addition of 200.3 g (1 mole) of lauric acid, the amide formation was effected at 200° to 210° C. to distil off 18 g of water, leaving behind 4-lauramidoethyl-6-methyl-3,6-dihydro-2H-1,4-diazepin-5-one.

Workup

  1. distillationAt 130° to 135° C., 18 g of water and 32 g of methanol were distilled off
  2. customwas effected at 200° to 210° C.
  3. customto distil off 18 g of water

Sources & evidence

ORD record
ord-215562d10a4b41ed8bc4d4a47d60473d
Source dataset
uspto-grants-1982_08
Patent number
US04346087

Linked notes

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