Thionyl Chloride → 3-Chloromethyl-2-phenylsulfanyl-pyridine

HRID 62857Notes

Reaction equation

HRID 62857 reaction equation
[C:1]1([S:7][C:8]2[C:13]([CH2:14]O)=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O=S(Cl)[Cl:18]>CC#N>[Cl:18][CH2:14][C:13]1[C:8]([S:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[N:9][CH:10]=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 4400286[2-(Phenylsulfanyl)-3-pyridinyl]methanol

Product 1

HCID 192618653-Chloromethyl-2-phenylsulfanyl-pyridine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

(2-Phenylsulfanyl-pyridin-3-yl)-methanol (20 mg, 0.09 mmol) obtained in Step B was dissolved in CH3CN (20 mL), and SOCl2(13 uL, 0.18 mmol) was added dropwise thereto at 0° C. The mixture was stirred at room temperature for 2 hours. After the termination of the reaction, the reactant was concentrated under reduced pressure to obtain the title compound, which was used in the next step without a separate purification process.

Workup

  1. customat 0° C
  2. customAfter the termination of the reaction
  3. concentrationthe reactant was concentrated under reduced pressure

Sources & evidence

ORD record
ord-68c61f0ce9fb446084843a63fead9ec0
Source dataset
uspto-grants-2016_09
Patent number
US09447044B2

Reaction notes

Loading…