Methoxyacetyl chloride → 3-(Methoxymethyl)-6-[3-(trifluoromethyl)phenyl]-1,2,4-triazolo[4,3-b]pyridazine

HRID 443500Notes

Reaction equation

HRID 443500 reaction equation
[NH:1]([C:3]1[N:4]=[N:5][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=2)=[CH:7][CH:8]=1)[NH2:2].[CH3:19][O:20][CH2:21][C:22](Cl)=O>O1CCOCC1>[CH3:19][O:20][CH2:21][C:22]1[N:4]2[N:5]=[C:6]([C:9]3[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=3)[CH:7]=[CH:8][C:3]2=[N:1][N:2]=1

Participants

4

Reactant 2

HCID 96623Methoxyacetyl chlorideHCID 127268553-Hydrazinyl-6-[3-(trifluoromethyl)phenyl]pyridazine

Product 1

HCID 127268663-(Methoxymethyl)-6-[3-(trifluoromethyl)phenyl]-1,2,4-triazolo[4,3-b]pyridazine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a mixture of 0.02 mole of 3-hydrazino-6-[3-(trifluoromethyl)phenyl]pyridazine in 50 ml. of dioxane is added 0.01 mole of methoxyacetyl chloride. The mixture is heated at reflux temperature for 4 hours, then is filtered. The filtrate is evaporated and the residue is crystallized from dichloromethane-hexane to give the product of the Example, m.p. 149°-150° C.

Workup

  1. temperatureThe mixture is heated
  2. temperatureat reflux temperature for 4 hours
  3. filtrationis filtered
  4. customThe filtrate is evaporated
  5. customthe residue is crystallized from dichloromethane-hexane
  6. customto give the product of the Example, m.p. 149°-150° C.

Sources & evidence

ORD record
ord-bc4f9f2a58634bbabff97fdfce889bb0
Source dataset
uspto-grants-1981_04
Patent number
US04260755

Reaction notes

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