Triethylamine → 4D-083

HRID 1995343Notes

Reaction equation

HRID 1995343 reaction equation
[O:1]=[C:2]1[C:7]([C:8](O)=[O:9])=[CH:6][C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:4][NH:3]1.C([N:19](CC)CC)C>ClCCl>[O:1]=[C:2]1[C:7]([C:8]([NH2:19])=[O:9])=[CH:6][C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:4][NH:3]1

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 121489343-Oxo-6-phenyl-2,3-dihydropyridazine-4-carboxylic acid

Product 1

HCID 14753284D-083

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2,3-dihydro-3-oxo-6-phenyl-4-pyridazinecarboxylic acid (1.92 g) ethyl chloroformate (1.1 g) and triethylamine (2.0 ml) in 50 ml of dichloromethane is allowed to stir at 25°-30° C. for 2 hours. Ammonia gas is then bubbled into the mixture for 15 minutes. Water (50 ml) is added and the dichloromethane is separated and concentrated on the rotary evaporator. The residue is chromatographed on silica gel with 2% methanol and chloroform to give 2,3-dihydro-3-oxo-6-phenyl-4-pyridazinecarboxamide.

Workup

  1. customAmmonia gas is then bubbled into the mixture for 15 minutes
  2. additionWater (50 ml) is added
  3. customthe dichloromethane is separated
  4. concentrationconcentrated on the rotary evaporator
  5. customThe residue is chromatographed on silica gel with 2% methanol and chloroform

Sources & evidence

ORD record
ord-6d64a749ca7c42b59c90b51c53f1cb0b
Source dataset
uspto-grants-1983_09
Patent number
US04404203

Reaction notes

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