Ammonia → HCID 20557539, compound

HRID 1660127Notes

Reaction equation

HRID 1660127 reaction equation
[C:1]([CH:4]1[CH:9]=[CH:8][CH2:7][N:6]2[C:10](=[O:20])[N:11]([CH2:14][CH2:15][C:16](OC)=[O:17])[C:12](=[O:13])[N:5]12)([OH:3])=[O:2].[NH3:21]>CO>[C:16]([CH2:15][CH2:14][N:11]1[C:10](=[O:20])[N:6]2[CH2:7][CH:8]=[CH:9][CH:4]([C:1]([OH:3])=[O:2])[N:5]2[C:12]1=[O:13])(=[O:17])[NH2:21]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 20557538HCID 20557538, compound

Product 1

HCID 20557539HCID 20557539, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.83 g (0.01 mol) of methyl 5-carboxy-2,3,5,8-tetrahydro-1,3-dioxo-1H-1,2,4-triazolo[1,2-a]pyridazine-2-propionate were dissolved in 50 ml of methanol. The solution was saturated with ammonia and stirred for 72 hours. The mixture was evaporated to dryness and the residue was dissolved in water. The aqueous solution was passed through an ion-exchange column (Zerolit 225, H+ form) and the eluate was evaporated to give a colourless solid. This solid was recrystallized from methanol to give 2.26 g (85%) of 2-(2-carbamoylethyl)-2,3,5,8-tetrahydro-1,3-dioxo-1H-1,2,4-triazolo[1,2-a]pyridazine-5-carboxylic acid of melting point 218°-220° C. (decomposition).

Workup

  1. customThe mixture was evaporated to dryness
  2. dissolutionthe residue was dissolved in water
  3. customthe eluate was evaporated
  4. customto give a colourless solid
  5. customThis solid was recrystallized from methanol

Sources & evidence

ORD record
ord-24989478c4f84c9482f5dd55cf0ce0bc
Source dataset
uspto-grants-1981_12
Patent number
US04307094

Reaction notes

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