Chloroform → 1,3,5-Triazine, 2-chloro-4,6-bis(dodecyloxy)-

HRID 894831Notes

Reaction equation

HRID 894831 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5](Cl)=[N:4][C:2]=1Cl.[CH2:10]([OH:22])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21].[OH-:23].[Na+].C(Cl)(Cl)Cl>O1CCOCC1>[CH2:10]([O:22][C:2]1[N:4]=[C:5]([O:23][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH3:10])[N:7]=[C:8]([Cl:9])[N:1]=1)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

6

Reactant 4

HCID 6212ChloroformHCID 7954Cyanuric chlorideHCID 81931-DodecanolHCID 14798Sodium Hydroxide

Product 1

HCID 5906441,3,5-Triazine, 2-chloro-4,6-bis(dodecyloxy)-Yield 60.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 18.4 g (0.1 mole) of cyanuric chloride and 38.0 g (0.2 moles) of lauryl alcohol in 200 ml of dioxane there were added 9.9 g (0.25 moles) of powdered sodium hydroxide over a period of 10 minutes at a reaction temperature in the range of 25° to 45° C. After 3 hours the reaction mixture was found to be converted. The reaction mixture was poured into chloroform and further treated as indicated in Example I. After evaporation there were obtained 30.4 g of a white, solid substance which upon recrystallization from ethanol yielded 29.1 g of a pure 2,4-dilauroxy-6-chloro-s-triazine having a melting point in the range of 43.5°-44.9° C.

Workup

  1. additionfurther treated
  2. customAfter evaporation
  3. customthere were obtained 30.4 g of a white, solid substance which
  4. customupon recrystallization from ethanol

Sources & evidence

ORD record
ord-50ed65b159554324927695b67b06a102
Source dataset
uspto-grants-1981_08
Patent number
US04284772

Reaction notes

Loading…