Ethanolamine → HCID 24012324, compound

HRID 218279Notes

Reaction equation

HRID 218279 reaction equation
[CH2:1]([NH:5][C:6]1[N:11]=[C:10]([NH:12][CH2:13][CH2:14][CH2:15][CH3:16])[N:9]=[C:8](Cl)[N:7]=1)[CH2:2][CH2:3][CH3:4].C(N(C(C)C)CC)(C)C.[CH2:27]([CH2:29][NH2:30])[OH:28]>CC(N(C)C)=O>[CH2:1]([NH:5][C:6]1[N:11]=[C:10]([NH:12][CH2:13][CH2:14][CH2:15][CH3:16])[N:9]=[C:8]([NH:30][CH2:29][CH2:27][OH:28])[N:7]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 700EthanolamineHCID 81531DiisopropylethylamineHCID 14045984N~2~,N~4~-Dibutyl-6-chloro-1,3,5-triazine-2,4-diamine

Product 1

HCID 24012324HCID 24012324, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

In a 500-ml eggplant-shaped flask were placed 77.8 millimoles of N,N′-dibutyl-6-chloro-[1,3,5]triazine-2,4-diamine, 100 ml of dimethylacetamide, 233.5 millimoles of diisopropylethylamine, and 155.6 millimoles of ethanolamine and the mixture was heated at 160° C. with stirring. After 1.5 hours, the mixture was cooled to room temperature and the solvent was distilled off. A white precipitate in the residue was filtered and the filtrate was purified by silica gel column chromatography to give N,N′-dibutyl-N″-hydroxyethyl-[1,3,5]triazine-2,4,6-triamine.

Workup

  1. customIn a 500-ml eggplant-shaped flask were placed
  2. distillationthe solvent was distilled off
  3. filtrationA white precipitate in the residue was filtered
  4. customthe filtrate was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-12fdd154564e4bf480d4f2c430987dab
Source dataset
uspto-grants-2012_06
Patent number
US08198387B2

Reaction notes

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