Dimethylamine → HCID 20228138, compound

HRID 1731597Notes

Reaction equation

HRID 1731597 reaction equation
Cl.Cl[C:3]1[N:8]([CH3:9])[C:7](=[O:10])[C:6]([CH:11]([CH3:13])[CH3:12])=[N:5][N:4]=1.[CH3:14][NH:15][CH3:16]>C1(C)C=CC=CC=1>[CH3:14][N:15]([CH3:16])[C:3]1[N:8]([CH3:9])[C:7](=[O:10])[C:6]([CH:11]([CH3:13])[CH3:12])=[N:5][N:4]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 20228142HCID 20228142, compound

Product 1

HCID 20228138HCID 20228138, compoundYield 72.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

30.0 g (0.15 mole) of 3-chloro-6-isopropyl-4-methyl-1,2,4-triazin-5(4H)-one hydrochloride are suspended in 60 ml of toluene. With gentle cooling, a solution of 20.4 g (0.45 mole) of dimethylamine in 80 ml of toluene is run into the above still just stirrable mixture at about 30° C. over 2 minutes. The cooling is removed and the reaction mixture exotherms to 50° C. The reaction is complete after stirring for 15 minutes. The mixture is thoroughly stirred in 50 ml of cold water and the organic phase is separated, dried over magnesium sulfate and evaporated to dryness, affording a pale beige-coloured, clear oil in quantitative yield. Distillation yields 21.4 g (72.8%) of 3-dimethylamino-6-isopropyl-4-methyl-1,2,4-triazin-5(4H)-one as a clear, colourless oil with b.p. 135° C./0.04 mm.

Workup

  1. customThe cooling is removed
  2. customexotherms to 50° C
  3. stirringThe mixture is thoroughly stirred in 50 ml of cold water
  4. customthe organic phase is separated
  5. dry with materialdried over magnesium sulfate
  6. customevaporated to dryness
  7. customaffording a pale beige-coloured, clear oil in quantitative yield
  8. distillationDistillation

Sources & evidence

ORD record
ord-5c63e7bce9854ff49e0825522706851c
Source dataset
uspto-grants-1986_11
Patent number
US04622397

Reaction notes

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