Water → HCID 20474122, compound

HRID 2295828Notes

Reaction equation

HRID 2295828 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[CH2:5][N:6]1[N:13]=[CH:12][C:10](=[O:11])[NH:9][C:7]1=[O:8].O>C(O)(=O)C.[Zn]>[CH3:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[CH2:5][N:6]1[C:7](=[O:8])[NH:9][C:10](=[O:11])[CH2:12][NH:13]1

Participants

5

Reactant 2

HCID 962WaterHCID 20474129HCID 20474129, compound

Product 1

HCID 20474122HCID 20474122, compoundYield 59.4%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

Into a three-necked flask equipped with a mechanical stirrer and a reflux condenser was placed 1 g of 1-(3-methylbenzyl)-6-aza-uracil, 100 ml of water was added and a vigorous stirring commenced. 1.1 g of zinc powder was added in one portion, and was followed by dropping in 20 ml of glacial acetic acid. The mixture was then vigorously stirred and refluxed for 24 hours. The mixture was thereafter cooled and the precipitate was filtered off with suction. The mass of crystals was dissolved in hot methanol, the solution filtered and the filtrate was left to stand overnight and filtered to yield 0.6 g of 2-(3'-methylbenzyl)-hexahydro-1,2,4-triazine-3,5-dione; m.p. 158°.

Workup

  1. customInto a three-necked flask equipped with a mechanical stirrer and a reflux condenser
  2. additionwas added
  3. temperaturerefluxed for 24 hours
  4. temperatureThe mixture was thereafter cooled
  5. filtrationthe precipitate was filtered off with suction
  6. dissolutionThe mass of crystals was dissolved in hot methanol
  7. filtrationthe solution filtered
  8. waitthe filtrate was left
  9. filtrationfiltered

Sources & evidence

ORD record
ord-185b5f8e24a04186a2de6fd946ad1a2f
Source dataset
uspto-grants-1984_01
Patent number
US04426522

Reaction notes

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