Dichloromethane → HCID 87671899, compound

HRID 714120Notes

Reaction equation

HRID 714120 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1C(=O)[NH:5][NH:6][C:7]2=O.P(Cl)(Cl)(Cl)(Cl)[Cl:15].Cl[CH2:21][Cl:22]>>[Cl:15][C:7]1[C:8]2[C:3](=[C:2]([Cl:1])[CH:11]=[CH:10][CH:9]=2)[C:21]([Cl:22])=[N:5][N:6]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 24819Phosphorus pentachlorideHCID 15046182HCID 15046182, compound

Product 1

HCID 87671899HCID 87671899, compound

Conditions

Temperature
150 °C

Procedure

5-Chloro-2,3-dihydrophthalazin-1,4-dione (5b) (1 g, 5.10 mmol) and phosphorus pentachloride (2.5 g, 12 mmol) were added into a reaction flask successively, and gradually warmed to 150° C. After the solid was melted, the mixture was reflux for two hours at 150° C., and then cooled down to room temperature. 200 mL dried dichloromethane was added, filtrated to remove insoluble substances, and the filtrate was concentrated. Rapid column chromatography was performed with dichloromethane, and the solvent was dried to give 1,4-dichloro-5-chloro-phthalazine (5c), 307 mg white solid (yield 26%).

Workup

  1. temperaturethe mixture was reflux for two hours at 150° C.
  2. temperaturecooled down to room temperature
  3. filtrationfiltrated
  4. customto remove insoluble substances
  5. concentrationthe filtrate was concentrated
  6. customthe solvent was dried

Sources & evidence

ORD record
ord-b6a914d09775421b88aa6dec6afa48b4
Source dataset
uspto-grants-2015_11
Patent number
US09187430B2

Reaction notes

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