Cyanuric chloride → HCID 19436864, compound

HRID 1735127Notes

Reaction equation

HRID 1735127 reaction equation
[N:1]1[C:8](Cl)=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].[CH3:10][O:11][C:12]1[CH:13]=[C:14]([CH2:20][CH2:21][NH2:22])[CH:15]=[CH:16][C:17]=1[O:18][CH3:19].[OH-].[Na+].[O:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1>>[Cl:3][C:2]1[N:1]=[C:8]([NH:22][CH2:21][CH2:20][C:14]2[CH:15]=[CH:16][C:17]([O:18][CH3:19])=[C:12]([O:11][CH3:10])[CH:13]=2)[N:7]=[C:5]([NH:22][CH2:21][CH2:20][C:14]2[CH:13]=[CH:12][C:29]([O:28][CH3:27])=[C:30]([O:25][CH3:26])[CH:15]=2)[N:4]=1

Participants

5

Reactant 4

HCID 7954Cyanuric chlorideHCID 8421HomoveratrylamineHCID 14798Sodium HydroxideHCID 312751,4-Dioxane

Product 1

HCID 19436864HCID 19436864, compound

Procedure

Cyanuric chloride (2.0 g, 10.85 mM) was dispersed in dioxane (80 mL) with stirring and 2-(3,4-dimethoxyphenyl)ethylamine (3.93 g, 21.68 mM) was introduced dropwise over 2 minutes. Sodium hydroxide (1N, 24 mL) was added dropwise over 5 minutes then the whole was brought to reflux for 18 hours. Cooling to ambient temperature caused a white solid to precipitate. Diethyl ether (100 mL) was introduced to fully precipitate the product which was filtered, rinsed with diethyl ether and dried. 5.05 g, (98%), mp=186°-186.5° C.

Workup

  1. temperatureto reflux for 18 hours
  2. customto precipitate
  3. additionDiethyl ether (100 mL) was introduced
  4. customto fully precipitate the product which
  5. filtrationwas filtered
  6. washrinsed with diethyl ether
  7. customdried

Sources & evidence

ORD record
ord-e31414c71e1a482f9c4a21083f49e75e
Source dataset
uspto-grants-1996_07
Patent number
US05536722

Reaction notes

Loading…