Formaldehyde → HCID 12836711, compound

HRID 2286197Notes

Reaction equation

HRID 2286197 reaction equation
[CH2:1]([N:4]1[C:9](=[O:10])[NH:8][C:7](=[O:11])[CH:6]=[N:5]1)[C:2]#[CH:3].[CH2:12]=[O:13]>CN(C)C=O>[CH2:1]([N:4]1[C:9](=[O:10])[N:8]([CH2:12][OH:13])[C:7](=[O:11])[CH:6]=[N:5]1)[C:2]#[CH:3]

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 12836708HCID 12836708, compound

Product 1

HCID 12836711HCID 12836711, compoundYield 67.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 0.76 g 2-propargyl-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine, 15 ml 37% aqueous formalin and 7.5 ml dimethylformamide was heated under reflux for 1.5 hours. The solvent was removed under reduced pressure to obtain a white semi-solid. This semi-solid was purified by chromatography on silica gel using a chloroform/methyl alcohol (75:1) mixed solvent to obtain 0.61 g of a white semi-crystalline product.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1.5 hours
  3. customThe solvent was removed under reduced pressure
  4. customto obtain a white semi-solid
  5. customThis semi-solid was purified by chromatography on silica gel using a chloroform/methyl alcohol (75:1)
  6. additionmixed solvent

Sources & evidence

ORD record
ord-608c1db17188477dba459b15320c6506
Source dataset
uspto-grants-1982_04
Patent number
US04327094

Reaction notes

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