Formaldehyde → HCID 13235861, compound

HRID 649129Notes

Reaction equation

HRID 649129 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[CH:10][C:11](=[O:14])[NH:12][N:13]=2)[CH:5]=[CH:6][CH:7]=1.[CH2:15]=O.[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1>CO>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[CH:10][C:11](=[O:14])[N:12]([CH2:15][N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)[N:13]=2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8083MorpholineHCID 128816476-(3-Bromophenyl)pyridazin-3(2H)-one

Product 1

HCID 13235861HCID 13235861, compoundYield 54.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 20 ml of methanol were added 1 g of 6-(3-bromophenyl)-3(2H)-pyridazinone, 0.13 g of paraformaldehyde and 0.35 g of morpholine, and the resulting mixture was heated under reflux for 2 hours. The reaction mixture was then left to cool, after which the methanol was distilled off under reduced pressure. The residue was recrystallised from a 1:1 by volume mixture of ethyl acetate and hexane, to afford 0.76 g (yield 54%) of the desired Compound No. 26, melting at 110°-111° C.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 2 hours
  3. waitThe reaction mixture was then left
  4. temperatureto cool
  5. distillationafter which the methanol was distilled off under reduced pressure
  6. customThe residue was recrystallised from a 1:1 by volume mixture of ethyl acetate and hexane

Sources & evidence

ORD record
ord-9be77ad02b4a4b8d9fe6a302f5c8c394
Source dataset
uspto-grants-1988_04
Patent number
US04738961

Reaction notes

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