Cyanuric chloride → HCID 178429403, compound

HRID 2038155Notes

Reaction equation

HRID 2038155 reaction equation
C(N(C(C)C)CC)(C)C.[NH2:10][CH2:11][CH2:12][CH2:13][CH2:14][NH:15][C:16]([NH:18][C:19]1[NH:20][C:21]([CH3:26])=[CH:22][C:23](=[O:25])[N:24]=1)=[O:17].[N:27]1[C:34]([Cl:35])=[N:33][C:31](Cl)=[N:30][C:28]=1[Cl:29]>C(#N)C>[Cl:29][C:28]1[N:27]=[C:34]([Cl:35])[N:33]=[C:31]([NH:10][CH2:11][CH2:12][CH2:13][CH2:14][NH:15][C:16]([NH:18][C:19]2[NH:20][C:21]([CH3:26])=[CH:22][C:23](=[O:25])[N:24]=2)=[O:17])[N:30]=1

Participants

5

Reactant 3

HCID 7954Cyanuric chlorideHCID 81531DiisopropylethylamineHCID 178429404HCID 178429404, compound

Product 1

HCID 178429403HCID 178429403, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

An aqueous solution (40 ml) containing 6 ml of diisopropylethylamine and 5 g (0.018 mol) of 1-(4-aminobutyl)-3-(6-methyl-4-oxo-1,4-dihydropyrimidin-2-yl)urea, prepared beforehand, was added, dropwise, to 5 g (0.018 mol) of cyanuryl chloride suspended in 80 ml of acetonitrile, at a temperature of −20° C. The reaction medium was stirred for 12 hours at ambient temperature and then poured into 200 ml of ice-cold water. The precipitate formed was filtered off and then dried under vacuum, so as to give 6.8 g (0.0175 mol) of a yellow powder with a yield of 97%.

Workup

  1. customprepared beforehand
  2. additionwas added
  3. customThe precipitate formed
  4. filtrationwas filtered off
  5. customdried under vacuum

Sources & evidence

ORD record
ord-9a07311878234075b68219d1396bf6fb
Source dataset
uspto-grants-2013_11
Patent number
US08575341B2

Reaction notes

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