Thionyl Chloride → HCID 91012492, compound

HRID 2227797Notes

Reaction equation

HRID 2227797 reaction equation
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[CH:7]=[C:8]([NH:13][C:14]2[C:19]([CH2:20]O)=[CH:18][CH:17]=[CH:16][N:15]=2)[CH:9]=[C:10]([Cl:12])[CH:11]=1>C(Cl)Cl>[Cl:3][CH2:20][C:19]1[C:14]([NH:13][C:8]2[CH:7]=[C:6]([Cl:5])[CH:11]=[C:10]([Cl:12])[CH:9]=2)=[N:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 18474815HCID 18474815, compound

Product 1

HCID 91012492HCID 91012492, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Thionyl chloride (15 mL) was added slowly to a solution of 6.0 g of the above alcohol in 100 mL methylene chloride and the reaction stirred at room temperature for 18 hr. The reaction was concenterated, the residue dissolved in 150 mL methylene chloride and washed with 10% NaHCO3 solution. The organic layer was dried (Na2SO4) and concentrated to give 6.3 g of (3-chloromethylpyridin-2-yl) (3,5-dichlorophenyl)amine.

Workup

  1. washwashed with 10% NaHCO3 solution
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-dd8ffe622a094b608f9a6c424bc4dfc7
Source dataset
uspto-grants-2002_07
Patent number
US06414153B1

Reaction notes

Loading…