Diallylamine → HCID 21419179, compound

HRID 441508Notes

Reaction equation

HRID 441508 reaction equation
[CH3:1][CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][CH2:5][O:4][N:3]1[C:13](Cl)=[O:14].[CH2:16]([NH:19][CH2:20][CH:21]=[CH2:22])[CH:17]=[CH2:18]>ClCCl>[CH2:16]([N:19]([CH2:20][CH:21]=[CH2:22])[C:13]([N:3]1[O:4][CH2:5][CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH:2]1[CH3:1])=[O:14])[CH:17]=[CH2:18]

Participants

4

Reactant 2

HCID 31279DiallylamineHCID 21419171HCID 21419171, compound

Product 1

HCID 21419179HCID 21419179, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 2.6 g. of 88 percent 1-methyl-1,2,4,5-tetrahydro-3,2-benzoxazepine-2-carbonyl chloride in 20 ml. of dichloromethane was added at room temperature to a solution of 2.23 g. of diallylamine in 30 ml. of dichloromethane. The mixture was then refluxed for two hours and after cooling was washed sequentially with aqueous 5 percent HCl, with aqueous sodium bicarbonate and with water. The organic layer was dried over Na2SO4 and evaporated to dryness. The residue was distilled at 140° C./0.02 mm Hg. Yield 2.3 g.

Workup

  1. temperatureThe mixture was then refluxed for two hours
  2. temperatureafter cooling
  3. washwas washed sequentially with aqueous 5 percent HCl, with aqueous sodium bicarbonate and with water
  4. dry with materialThe organic layer was dried over Na2SO4
  5. customevaporated to dryness
  6. distillationThe residue was distilled at 140° C./0.02 mm Hg

Sources & evidence

ORD record
ord-8a2af3a1c44145809120775ad035ac91
Source dataset
uspto-grants-1977_08
Patent number
US04041048

Reaction notes

Loading…