Benzene → HCID 6992144, compound

HRID 1018926Notes

Reaction equation

HRID 1018926 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.[CH2:18](Cl)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C1C=CC=CC=1>C(O)C.[OH-].[K+].CN(C)C(=O)C>[CH2:18]([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)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

7

Reactant 3

HCID 241BenzeneHCID 7503Benzyl ChlorideHCID 178527942HCID 178527942, compound

Product 1

HCID 6992144HCID 6992144, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 14797Potassium HydroxideSolventHCID 31374DimethylacetamideSolvent

Procedure

To a suspension of 4-phenylphthalazine-1-thiol (238 mg; 1 mmol) in ethanol (30 ml), aqueous KOH (1 molar, 1 ml) and N,N-dimethylacetamide (30 ml) are added. After 10 minutes, benzylchloride (126 mg, 1 mmol) is added, and the mixture is stirred at room temperature overnight. The solution is concentrated, and water (20 ml) is added to the residual to give a precipitate. Filtration gives a light yellow solid (R1=phenyl, R2=phenyl, A=benzene, Y1=CH2, m=0, n=1, p=0, q=0).

Workup

  1. additionare added
  2. concentrationThe solution is concentrated
  3. additionwater (20 ml) is added to the residual
  4. customto give a precipitate
  5. filtrationFiltration
  6. customgives a light yellow solid (R1=phenyl, R2=phenyl

Sources & evidence

ORD record
ord-c5371856cc324c83a437797d2f820bb1
Source dataset
uspto-grants-2002_11
Patent number
US06486158B1

Reaction notes

Loading…