2-Methoxyethanol → HCID 19081417, compound

HRID 963187Notes

Reaction equation

HRID 963187 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH:12](Br)Br)=[C:8]([Cl:15])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].C[O:17]CCO>[N+]([O-])([O-])=O.[Ag+]>[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH:12]=[O:17])=[C:8]([Cl:15])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 80192-MethoxyethanolHCID 19081403HCID 19081403, compound

Product 1

HCID 19081417HCID 19081417, compound

Reagents, catalysts & solvents 1

HCID 24470Silver NitrateCatalyst

Procedure

Into 300 ml of a 2-methoxyethanol solution of 27.4 g of 2-tert-butyl-5-chloro-4-dibromomethylpyridazin-3-(2H)-one, 200 ml of an aqueous solution of 39 g of silver nitrate was dropwise added at 10° C. over a period of 10 minutes, and the mixture was reacted for one hour under heating and refluxing. After cooling, insoluble matters were filtered off, and 500 ml of benzene was added to the filtrate. The mixture was washed with water, and the extract layer was dried over anhydrous sodium sulfate. The benzene was distilled off under reduced pressure to obtain 12.2 g of 2-tert-butyl-5-chloro-4-formylpyridazin-3-(2H)-one having a melting point of from 61° to 66° C.

Workup

  1. customthe mixture was reacted for one hour
  2. temperatureunder heating
  3. temperaturerefluxing
  4. temperatureAfter cooling
  5. filtrationinsoluble matters were filtered off
  6. addition500 ml of benzene was added to the filtrate
  7. washThe mixture was washed with water
  8. dry with materialthe extract layer was dried over anhydrous sodium sulfate
  9. distillationThe benzene was distilled off under reduced pressure

Sources & evidence

ORD record
ord-f01e54196d084b22b785b4c45b6d4889
Source dataset
uspto-grants-1998_06
Patent number
US05763439

Reaction notes

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