Sodium Hydroxide → HCID 57409089, compound

HRID 2361084Notes

Reaction equation

HRID 2361084 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](=O)[NH:9][N:8]=2)[S:5][CH:6]=1.P(Cl)(Cl)([Cl:20])=O.[OH-].[Na+]>>[Cl:20][C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7]([C:4]2[S:5][CH:6]=[C:2]([CH3:1])[N:3]=2)=[N:8][N:9]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 66731506HCID 66731506, compound

Product 1

HCID 57409089HCID 57409089, compound

Procedure

A dry 50 mL RBF set up with stirring bar and reflux condenser was charged with 4-(4-methylthiazol-2-yl)phthalazin-1(2H)-one (1.6 g, 6.6 mmol) and phosphorus oxychloride (7.4 ml, 78.9 mmol). The mixture was stirred under reflux for 18 hrs, then poured onto ice while stirring vigorously. To the iced mixture was added 6N NaOH until pH=9. Stirring was continued vigorously until solids formed. The solids were filtered, washed with water and dried in oven to afford 1-chloro-4-(4-methylthiazol-2-yl)phthalazine. MS m/z=262 [M+H]+. Calc'd for C12H8ClN3S: 261.7.

Workup

  1. temperaturereflux condenser
  2. stirringThe mixture was stirred
  3. temperatureunder reflux for 18 hrs
  4. additionpoured onto ice
  5. stirringwhile stirring vigorously
  6. stirringStirring
  7. customformed
  8. filtrationThe solids were filtered
  9. washwashed with water
  10. customdried in oven

Sources & evidence

ORD record
ord-cc1f6398851346e798b8287b5b5832e0
Source dataset
uspto-grants-2014_04
Patent number
US08686155B2

Reaction notes

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