Trichloroisocyanuric Acid → Cyanuric acid

HRID 1275431Notes

Reaction equation

HRID 1275431 reaction equation
C(OC/C=C(/CCC=C(C)C)\C)(=O)C.Cl[N:16]1[C:21](=[O:22])[N:20](Cl)[C:19](=[O:24])[N:18](Cl)[C:17]1=[O:26]>CCCCCC>[NH:16]1[C:21](=[O:22])[NH:20][C:19](=[O:24])[NH:18][C:17]1=[O:26]

Participants

4

Reactant 2

HCID 6909Trichloroisocyanuric Acid2×HCID 1549026Geranyl acetate

Product 1

HCID 7956Cyanuric acid

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

In 100 ml of n-hexane was dissolved 40 g (0.204 mol) of geranyl acetate, and 17.1 g (0.071 mol) of trichloroisocyanuric acid was added slowly and maintained between -10° C. to 0° C. for six hours. After the reaction, excessive trichloroisocyanuric acid and by-produced isocyanuric acid were removed by filtration. The filtrate was washed with an aqueous sodium hydrogencarbonate solution and water, dried over anhydrous magnesium sulfate, and the solvent was evaporated to yield a crude product. The crude product obtained was purified by silica gel chromatography to provide 6-chloro-3,7-dimethyl-2,7-octadiene-1-acetate (hereinafter, compound (a)) in a yield of 86% in the form of pale yellow oil.

Workup

  1. additionwas added slowly
  2. temperaturemaintained between -10° C. to 0° C. for six hours

Sources & evidence

ORD record
ord-d19f17aa641345c2a1628ac8b5293dcb
Source dataset
uspto-grants-2000_12
Patent number
US06160181

Reaction notes

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