HCID 10220820, compound → 3-Chloro-6-(3-methoxy-4-propoxyphenyl)pyridazine

HRID 247395Notes

Reaction equation

HRID 247395 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:14]=[CH:15][C:16](=O)[NH:17][N:18]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH2:11][CH3:12].[Cl-:20].[Cl-].[Cl-].[P+3]=O>>[Cl:20][C:16]1[N:17]=[N:18][C:13]([C:5]2[CH:6]=[CH:7][C:8]([O:9][CH2:10][CH2:11][CH3:12])=[C:3]([O:2][CH3:1])[CH:4]=2)=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 10220820HCID 10220820, compoundHCID 178527001HCID 178527001, compound

Product 1

HCID 193854943-Chloro-6-(3-methoxy-4-propoxyphenyl)pyridazine

Procedure

29.9 g of 6-(3-methoxy-4-n-propoxyphenyl)-3[2H]pyridazinone are introduced in portions into 65 ml of phosphorus oxide-trichloride, with stirring, and the mixture is then stirred at 100° for 1 hour. The reaction mixture is concentrated to half in vacuo and poured onto ice, with thorough stirring. The crystals which deposit are filtered off with suction, washed with water and dried in vacuo. 31.6 g of 3-chloro-6-(3-methoxy-4-n-propoxyphenyl)pyridazine are obtained.

Workup

  1. stirringthe mixture is then stirred at 100° for 1 hour
  2. concentrationThe reaction mixture is concentrated to half in vacuo
  3. additionpoured onto ice, with thorough stirring
  4. filtrationThe crystals which deposit are filtered off with suction
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-621a1440a038427086e3291634966997
Source dataset
uspto-grants-1987_11
Patent number
US04707481

Reaction notes

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