Thionyl Chloride → HCID 12010380, compound

HRID 992986Notes

Reaction equation

HRID 992986 reaction equation
O[CH2:2][C:3]1[N:4]=[C:5]([C:8]2[CH:13]=[C:12]([O:14][CH3:15])[C:11]([O:16][CH3:17])=[C:10]([O:18][CH3:19])[CH:9]=2)[S:6][CH:7]=1.S(Cl)([Cl:22])=O>ClCCl>[Cl:22][CH2:2][C:3]1[N:4]=[C:5]([C:8]2[CH:13]=[C:12]([O:14][CH3:15])[C:11]([O:16][CH3:17])=[C:10]([O:18][CH3:19])[CH:9]=2)[S:6][CH:7]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 18408501HCID 18408501, compound

Product 1

HCID 12010380HCID 12010380, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Hydroxymethyl-2-(3,4,5-trimethoxyphenyl)thiazole (2.0 g) was dissolved in dichloromethane (60 mL), and to the solution thionyl chloride (1.1 g) was added at 0° C. After 30 minutes, the mixture was warmed to room temperature and stirred for 4 hours. The reaction mixture was washed with water and saturated brine and dried over anhydrous sodium sulfate. After concentrating the reaction mixture under reduced pressure, the resultant crude crystals were recrystallized from chloroform-hexane to obtain the title compound.

Workup

  1. washThe reaction mixture was washed with water and saturated brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationAfter concentrating the reaction mixture under reduced pressure
  4. customthe resultant crude crystals were recrystallized from chloroform-hexane

Sources & evidence

ORD record
ord-8adfac5c3aec49198ad8a4b90cf5a1db
Source dataset
uspto-grants-2002_10
Patent number
US06472386B1

Reaction notes

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