Trimethylamine → 4,6-Dimethoxy-N,N,N-trimethyl-1,3,5-triazin-2-aminium chloride

HRID 1285080Notes

Reaction equation

HRID 1285080 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[N:5]=[C:4]([O:10][CH3:11])[N:3]=1.[CH3:12][N:13]([CH3:15])[CH3:14]>CC(C)=O.O1CCCC1>[Cl-:1].[CH3:12][N+:13]([CH3:15])([CH3:14])[C:2]1[N:7]=[C:6]([O:8][CH3:9])[N:5]=[C:4]([O:10][CH3:11])[N:3]=1

Participants

5

Reactant 2

HCID 1146TrimethylamineHCID 184502-Chloro-4,6-dimethoxy-1,3,5-triazine

Product 1

HCID 131413314,6-Dimethoxy-N,N,N-trimethyl-1,3,5-triazin-2-aminium chloride

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 25.0 g of the product from Example 1 in 340 ml dry acetone and 140 ml dry tetrahydrofuran was treated at 0° C. with 21.5 ml of liquid trimethylamine, added over a period of 10 minutes. The resulting thick white reaction mixture was stirred at room temperature for 3 hours. Filtration under nitrogen and drying in vacuo gave 30.4 g of trimethyl(4,6-dimethoxy-1,3,5-triazin-2-yl)ammonium chloride as a white powder, m.p. 130°-134° C.

Workup

  1. additionadded over a period of 10 minutes
  2. filtrationFiltration under nitrogen
  3. customdrying in vacuo

Sources & evidence

ORD record
ord-0fec513835994bc4a7006b1b5e5b91cc
Source dataset
uspto-grants-1986_01
Patent number
US04565567

Reaction notes

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