Reaction #95945

ord-1d41e52024264bd480439c42fcb709ca

Reaction equation

NCCNCCN
diethylenetriamine
COC(=O)CC(C)=O
methyl acetoacetate
CCCCCCCC/C=C\CCCCCCCC(=O)O
oleic acid
CCCCCCCC/C=C\CCCCCCCC(=O)NCCN1CCN=C(C)CC1=O
4-oleamidoethyl-7-methyl-3,6-dihydro-2H-1,4-diazepin-5-one

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.DISTILLATIONAt 110° to 120° C. and under a reduced pressure of 70 mmHg, 18 g of water and 32 g of methanol were distilled off
  2. 2
    Otherwas effected at 210° to 215° C.
  3. 3
    Otherto distil off 18 g of water

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 acetoacetate. At 110° to 120° C. and under a reduced pressure of 70 mmHg, 18 g of water and 32 g of methanol were distilled off. Then, with the addition of 282.5 g (1 mole) of oleic acid, the amide formation was effected at 210° to 215° C. to distil off 18 g of water and to obtain 4-oleamidoethyl-7-methyl-3,6-dihydro-2H-1,4-diazepin-5-one.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04346087uspto-grants-1982_08