Formaldehyde → HCID 20557537, compound

HRID 1660133Notes

Reaction equation

HRID 1660133 reaction equation
[O:1]=[C:2]1[N:6]2[CH2:7][CH:8]=[CH:9][CH:10]([C:11]([OH:13])=[O:12])[N:5]2[C:4](=[O:14])[NH:3]1.[CH2:15]=[O:16]>C(O)(C)C>[OH:16][CH2:15][N:3]1[C:2](=[O:1])[N:6]2[CH2:7][CH:8]=[CH:9][CH:10]([C:11]([OH:13])=[O:12])[N:5]2[C:4]1=[O:14]

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 12316326HCID 12316326, compound

Product 1

HCID 20557537HCID 20557537, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

2,3,5,8-Tetrahydro-1,3-dioxo-1H-1,2,4-triazolo[1,2-a]pyridazine-5-carboxylic acid is reacted with formaldehyde in a manner analogous to that described in the preceding paragraph to give in 44% yield 2,3,5,8-tetrahydro-2-hydroxymethyl-1,3-dioxo-1H-1,2,4-triazolo[1,2-a]pyridazine-5-carboxylic acid of melting point 175°-178° C. (from isopropanol). This acid is esterified using diazomethane in ether to give 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.

Sources & evidence

ORD record
ord-cc22adf9028a4ba08f67332dee9a7aee
Source dataset
uspto-grants-1981_12
Patent number
US04307094

Reaction notes

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