Dimethylamine → HCID 135670765, compound

HRID 728025Notes

Reaction equation

HRID 728025 reaction equation
CS[C:3]1[N:4]=[N:5][C:6]2[C:12](=[O:13])[NH:11][C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[O:20][CH2:21][CH2:22][CH3:23])=[N:9][C:7]=2[N:8]=1.[CH3:24][NH:25][CH3:26]>[OH-].[Na+]>[CH3:24][N:25]([CH3:26])[C:3]1[N:4]=[N:5][C:6]2[C:12](=[O:13])[NH:11][C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[O:20][CH2:21][CH2:22][CH3:23])=[N:9][C:7]=2[N:8]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 135670800HCID 135670800, compound

Product 1

HCID 135670765HCID 135670765, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

3-Methylthio-8-oxo-6-(2-propoxyphenyl)-7,8-dihydropyrimido[4,5-e][1,2,4]triazine (0.6 g) was treated with a solution of dimethylamine in industrial methylated spirit (33%, 20 ml) at 100° C. in a pressure vessel for 24 hours. The cooled reaction mixture was evaporated under reduced pressure to afford a yellow solid residue which was dissolved in dilute aqueous sodium hydroxide and filtered. The filtrate was acidified with a few drops of concentrated hydrochloric acid to afford a yellow precipitate which was collected, washed with water and recrystallised from methanol to afford the title compound, 0.44 g, m.p. 257.5°-259° C.

Workup

  1. customThe cooled reaction mixture
  2. customwas evaporated under reduced pressure
  3. customto afford a yellow solid residue which
  4. filtrationfiltered
  5. customto afford a yellow precipitate which
  6. customwas collected
  7. washwashed with water
  8. customrecrystallised from methanol

Sources & evidence

ORD record
ord-9444ffcf88cb43e4bab91a6e6855ebde
Source dataset
uspto-grants-1991_09
Patent number
US05047404

Reaction notes

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