Formaldehyde → HCID 13144516, compound

HRID 1660132Notes

Reaction equation

HRID 1660132 reaction equation
[O:1]=[C:2]1[N:6]2[CH2:7][CH:8]=[CH:9][CH:10]([C:11]([O:13][CH3:14])=[O:12])[N:5]2[C:4](=[O:15])[NH:3]1.[CH2:16]=[O:17]>>[OH:17][CH2:16][N:3]1[C:2](=[O:1])[N:6]2[CH2:7][CH:8]=[CH:9][CH:10]([C:11]([O:13][CH3:14])=[O:12])[N:5]2[C:4]1=[O:15]

Participants

3

Reactant 2

HCID 712FormaldehydeHCID 13144515HCID 13144515, compound

Product 1

HCID 13144516HCID 13144516, compoundYield 50%

Procedure

7.02 g (0.033 mol) of methyl 2,3,5,8-tetrahydro-1,3-dioxo-1H-1,2,4-triazolo[1,2-a]pyridazine-5-carboxylate and 9 ml of 40% aqueous formaldehyde were heated on a steam-bath for 4.5 hours. The mixture was evaporated in vacuo to give a colourless oil which was crystallized from dichloromethane/hexane, there being obtained 3.97 g (50%) of methyl 2-hydroxymethyl-2,3,5,8-tetrahydro-1,3-dioxo-1H-1,2,4-triazolo[1,2-a]pyridazine-5-carboxylate of melting point 123°-125° C.

Workup

  1. customThe mixture was evaporated in vacuo
  2. customto give a colourless oil which
  3. customwas crystallized from dichloromethane/hexane, there

Sources & evidence

ORD record
ord-8128b9f51eb249478756e73b7f471731
Source dataset
uspto-grants-1981_12
Patent number
US04307094

Reaction notes

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