Phosphorus oxychloride → 4-Chloro-7-phenyl-furano[2,3-d]pyridazine

HRID 2211117Notes

Reaction equation

HRID 2211117 reaction equation
[C:1]1([C:7]2[C:12]3[O:13][CH:14]=[CH:15][C:11]=3[C:10](=O)[NH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)([Cl:19])=O>ClC(Cl)C>[Cl:19][C:10]1[N:9]=[N:8][C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[C:12]2[O:13][CH:14]=[CH:15][C:11]=12

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 867490757-phenyl-furano[2,3-d]pyridazine-4-(5H)-one

Product 1

HCID 856965044-Chloro-7-phenyl-furano[2,3-d]pyridazine

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Conditions

Temperature
100 °C

Procedure

0.15 g of 7-phenyl-furano[2,3-d]pyridazine-4-(5H)-one and 10 ml of phosphorus oxychloride were dissolved in 10 ml of dichloroethane, and the solution was stirred at 100° C. for 3 hours. The reaction solution was concentrated, and a 1-N aqueous KOH solution was added thereto under cooling with ice. The solution was extracted with chloroform and dried. The solvent was distilled off, thereby obtaining 0.10 g of 4-chloro-7-phenyl-furano[2,3-d]pyridazine.

Workup

  1. concentrationThe reaction solution was concentrated
  2. additiona 1-N aqueous KOH solution was added
  3. temperatureunder cooling with ice
  4. extractionThe solution was extracted with chloroform
  5. customdried
  6. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-eb7a79916817469fb9f2c585bcaa3f0e
Source dataset
uspto-grants-1995_10
Patent number
US05462941

Reaction notes

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