Ammonium formate → HCID 18977172, compound

HRID 1939922Notes

Reaction equation

HRID 1939922 reaction equation
C([O-])=O.[NH4+].Cl[C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][CH2:14][CH2:15][NH2:16])=[CH:8][C:7]=1[C:17]1[CH2:18][CH2:19][C:20](=[O:23])[NH:21][N:22]=1>[C].[Pd].CO>[NH2:16][CH2:15][CH2:14][CH2:13][CH2:12][C:9]1[CH:10]=[CH:11][CH:6]=[C:7]([C:17]2[CH2:18][CH2:19][C:20](=[O:23])[NH:21][N:22]=2)[CH:8]=1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 18977138HCID 18977138, compound

Product 1

HCID 18977172HCID 18977172, compoundYield 74.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

1.0 g of 10% palladium carbon (Pd/C) and 9.0 g of ammonium formate were added to a methanol solution (100 ml) containing 2.0 g of 6-[2-chloro-5-(4-aminobutyl)phenyl]-4,5-dihydropyridazin-3(2H)-one. The resulting suspension was refluxed under heating for 12 hours. The suspension was left to stand for cooling and then filtered, and the filtrate was removed. The residue was purified by silica gel column chromatography (eluent: chloroform-methanol-28% aqueous ammonia (50:10:1)) to obtain 1.3 g of 6-[5-(4-aminobutyl)phenyl]-4,5-dihydropyridazin-3(2H)-one.

Workup

  1. temperatureThe resulting suspension was refluxed
  2. temperatureunder heating for 12 hours
  3. waitThe suspension was left
  4. temperaturefor cooling
  5. filtrationfiltered
  6. customthe filtrate was removed
  7. customThe residue was purified by silica gel column chromatography (eluent: chloroform-methanol-28% aqueous ammonia (50:10:1))

Sources & evidence

ORD record
ord-fa2ceb70270244eb8957815260a108b0
Source dataset
uspto-grants-1997_12
Patent number
US05698554

Reaction notes

Loading…