2-Hydroxyacetohydrazide → HCID 23467566, compound

HRID 443506Notes

Reaction equation

HRID 443506 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)=[CH:6][CH:7]=1.[OH:18][CH2:19][C:20]([NH:22][NH2:23])=O>C(O)CCC>[OH:18][CH2:19][C:20]1[N:3]2[N:4]=[C:5]([C:8]3[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=3)[CH:6]=[CH:7][C:2]2=[N:23][N:22]=1

Participants

4

Reactant 2

HCID 3505362-HydroxyacetohydrazideHCID 124495523-Chloro-6-[3-(trifluoromethyl)phenyl]pyridazine

Product 1

HCID 23467566HCID 23467566, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 7.76 g. of 3-chloro-6-[3-(trifluoromethyl)phenyl]pyridazine, 6.66 g. of hydroxyacethydrazide and 200 ml. of n-butyl alcohol is heated at reflux temperature for 18 hours. The mixture is evaporated in vacuo and the residue is triturated with dichloromethane-hexane. The mixture is filtered and the solid is recrystallized from ethyl acetate to give the product of the Example as off-white crystals, m.p. 224°-226° C.

Workup

  1. additionA mixture of 7.76 g
  2. temperatureat reflux temperature for 18 hours
  3. customThe mixture is evaporated in vacuo
  4. customthe residue is triturated with dichloromethane-hexane
  5. filtrationThe mixture is filtered
  6. customthe solid is recrystallized from ethyl acetate
  7. customto give the product of the Example as off-white crystals, m.p. 224°-226° C.

Sources & evidence

ORD record
ord-4e6103af49dd469da36d95ee61983ac9
Source dataset
uspto-grants-1981_04
Patent number
US04260755

Reaction notes

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