Allyl bromide → HCID 12052162, compound

HRID 1018927Notes

Reaction equation

HRID 1018927 reaction equation
[C:1]1([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([SH:17])=[N:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].[CH2:20](Br)[CH:21]=[CH2:22]>C(O)C>[CH2:22]([S:17][C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[N:8][N:9]=1)[CH:21]=[CH2:20]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 14797Potassium HydroxideHCID 178527942HCID 178527942, compound

Product 1

HCID 12052162HCID 12052162, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 4-phenylphthalazine-1-thiol (Example 1B) (238 mg, 1 mmol) in ethanol (40 ml) is added aqueous KOH (1 molar, 1 ml). After 10 minutes, allylbromide (0.1 ml, 1 mmol) is added, and the mixture is stirred at room temperature for 4 days. After the solvent is evaporated, the residue is extracted with CH2Cl2. The organic phase is evaporated and the residue is stirred with isopropyl ether. Filtration gives the pure title compound, which is recrystallized from ethanol (130 mg). (R1=vinyl, R2=phenyl, A=benzene, Y1=CH2, m=0, n=1, p=0, q=0).

Workup

  1. customAfter the solvent is evaporated
  2. extractionthe residue is extracted with CH2Cl2
  3. customThe organic phase is evaporated
  4. stirringthe residue is stirred with isopropyl ether
  5. filtrationFiltration

Sources & evidence

ORD record
ord-718d2d85db4e464985e7e7c6366a2e76
Source dataset
uspto-grants-2002_11
Patent number
US06486158B1

Reaction notes

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