Ethylamine → 6-(Ethylamino)pyridazine-3-carboxamide

HRID 840305Notes

Reaction equation

HRID 840305 reaction equation
Cl[C:2]1[N:7]=[N:6][C:5]([C:8]([NH2:10])=[O:9])=[CH:4][CH:3]=1.[CH2:11]([NH2:13])[CH3:12]>CO>[CH2:11]([NH:13][C:2]1[N:7]=[N:6][C:5]([C:8]([NH2:10])=[O:9])=[CH:4][CH:3]=1)[CH3:12]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 125775576-Chloropyridazine-3-carboxamide

Product 1

HCID 226225026-(Ethylamino)pyridazine-3-carboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of 6-chloropyridazine-3-carboxamide (28.5 g, 0.18 mol) in methanol (200 ml) was treated with aqueous ethylamine (70% solution, 77 ml). The reaction was heated at reflux for 3½ hours. The reaction was allowed to cool to ambient temperature and stand overnight. The precipitate was filtered and washed with a small volume of water and dried to give 6-(ethylamino)pyridazine-3-carboxamide as pink solid (8.9 g). [The filtrates were evaporated to a small volume diluted with cold water (100 ml) and more of the desired solid was filtered-off, washed with water and dried (12.8 g). Total yield (21.7 g, 72%)].

Workup

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 3½ hours
  3. filtrationThe precipitate was filtered
  4. washwashed with a small volume of water
  5. customdried

Sources & evidence

ORD record
ord-ffd723eb35d54d59a36e3287e93a870a
Source dataset
uspto-grants-2002_04
Patent number
US06365603B1

Reaction notes

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