Phosphorus oxychloride → HCID 13530389, compound

HRID 1763235Notes

Reaction equation

HRID 1763235 reaction equation
[C:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[CH:12]=[CH:13][C:14](=O)[NH:15][N:16]=1)(=[O:3])[CH3:2].P(Cl)(Cl)([Cl:20])=O>>[Cl:20][C:14]1[N:15]=[N:16][C:11]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][C:1](=[O:3])[CH3:2])=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 20309436HCID 20309436, compound

Product 1

HCID 13530389HCID 13530389, compound

Procedure

A mixture of 6-(2-acetoxyphenyl)-3(2H)pyridazinone (22.4g) and phosphoryl chloride (90 ml) was stirred and warmed at 55°-60° for 40 minutes. The phosphoryl chloride was removed under reduced pressure at 50° and the residual oil was poured on to ice (200 g). The mixture was allowed to stand overnight at 5° and was filtered to give 3-chloro-6-(2-acetoxyphenyl)pyridazine (23.1 g m.p. 131°-133.5°. A sample recrystallised from ethanol had m.p. 137°-138°.

Workup

  1. temperaturewarmed at 55°-60° for 40 minutes
  2. customThe phosphoryl chloride was removed under reduced pressure at 50°
  3. additionthe residual oil was poured on to ice (200 g)
  4. filtrationwas filtered

Sources & evidence

ORD record
ord-59609e8fa1a14fb4bd1c76f33b5a1d33
Source dataset
uspto-grants-1978_09
Patent number
US04111935

Reaction notes

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