Ethanolamine → HCID 22167007, compound

HRID 1031872Notes

Reaction equation

HRID 1031872 reaction equation
[NH2:1][CH2:2][CH2:3][OH:4].[Cl:5][C:6]1[N:11]=[C:10](Cl)[N:9]=[C:8]([CH2:13][CH2:14][CH3:15])[N:7]=1>O1CCOCC1>[Cl:5][C:6]1[N:7]=[C:8]([CH2:13][CH2:14][CH3:15])[N:9]=[C:10]([NH:1][CH2:2][CH2:3][OH:4])[N:11]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 356472,4-dichloro-6-propyl-1,3,5-triazine

Product 1

HCID 22167007HCID 22167007, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

24.4 g (0.4 mole) of 2-aminoethanol, dissolved in 100 ml of dioxane, are added dropwise into a solution of 38.4 g (0.2 mole) of 2,4-dichloro-6-propyl-1,3,5-triazine in 100 ml of dioxane at room temperature. After the addition, stirring is continued overnight. The 2-aminoethanol hydrochloride is filtered off and the filtrate is evaporated under reduced pressure. The residue obtained is recrystallized from a mixture of ethyl acetate-hexane 50:50 (v/v). 41.5 g of 2-[(4-chloro-6-propyl-1,3,5-triazin-2-yl)amino]-ethanol are obtained.

Workup

  1. additionAfter the addition
  2. filtrationThe 2-aminoethanol hydrochloride is filtered off
  3. customthe filtrate is evaporated under reduced pressure
  4. customThe residue obtained
  5. customis recrystallized from a mixture of ethyl acetate-hexane 50:50 (v/v)

Sources & evidence

ORD record
ord-095b6dfa9d114f4eb34f5ba68e7447fa
Source dataset
uspto-grants-1990_09
Patent number
US04956367

Reaction notes

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