Water → HCID 66797314, compound

HRID 1020726Notes

Reaction equation

HRID 1020726 reaction equation
Cl[C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:12])[CH:8]=2)[N:3]=1.[C:13]1([CH2:19][NH2:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.O>CS(C)=O>[CH2:19]([NH:20][C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:12])[CH:8]=2)[N:3]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7504BenzylamineHCID 877482,6-Dichloroquinoxaline

Product 1

HCID 66797314HCID 66797314, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

2,6-Dichloroquinoxaline (0.500 g, 2.5 mmol) was dissolved in DMSO (10 mL) at RT and phenylmethanamine (1.3 g, 12.56 mmol) was added. The reaction mixture was stirred at RT for 16 h. After completion of reaction (confirmed by TLC), water (100 mL) was added to the reaction mixture and this layer was extracted with ethyl acetate (50 mL×3). The organic layer was washed with water (15 mL), brine (15 mL) and dried over Na2SO4. The organic layer was concentrated under vacuum to give crude product.

Workup

  1. additionwas added to the reaction mixture
  2. extractionthis layer was extracted with ethyl acetate (50 mL×3)
  3. washThe organic layer was washed with water (15 mL), brine (15 mL)
  4. dry with materialdried over Na2SO4
  5. concentrationThe organic layer was concentrated under vacuum
  6. customto give crude product

Sources & evidence

ORD record
ord-b5210b703ab64654b20c741a6cf99bcb
Source dataset
uspto-grants-2014_05
Patent number
US08716473B2

Reaction notes

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