Phosphorus oxychloride → 2-(6-Chloro-3-pyridazinyl)phenol

HRID 1759359Notes

Reaction equation

HRID 1759359 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[CH:10][C:11](=O)[NH:12][N:13]=1.P(Cl)(Cl)([Cl:17])=O>>[Cl:17][C:11]1[N:12]=[N:13][C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[OH:1])=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 30173466-(2-Hydroxyphenyl)-3(2H)-pyridazinone

Product 1

HCID 30187332-(6-Chloro-3-pyridazinyl)phenol

Procedure

Preferably, in the present process, the 6-(2-hydroxyphenyl)-3(2H)-pyridazinone is added to a cold mixture of phosphorus oxychloride and the disubstituted formamide. The reaction mixture is then heated to about 75°-90° C. for about 4-5 hours. The product is isolated from the reaction mixture by methods known to the art for example by cooling the reaction mixture, quenching in cold water, preferably below 40° C., and filtering to give the 3-chloro-6-(2-hydroxyphenyl)pyridazine.

Workup

  1. temperatureThe reaction mixture is then heated to about 75°-90° C. for about 4-5 hours
  2. customThe product is isolated from the reaction mixture by methods
  3. temperatureby cooling the reaction mixture
  4. customquenching in cold water, preferably below 40° C.
  5. filtrationfiltering

Sources & evidence

ORD record
ord-040a780142164a9981bdf9083249d894
Source dataset
uspto-grants-1982_07
Patent number
US04340733

Reaction notes

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