Thionyl Chloride → HCID 12874108, compound

HRID 2286839Notes

Reaction equation

HRID 2286839 reaction equation
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[S:7][CH:8]=[C:9]([CH2:12]O)[C:10]=1[Cl:11]>C(Cl)(Cl)Cl>[Cl:5][C:6]1[S:7][CH:8]=[C:9]([CH2:12][Cl:3])[C:10]=1[Cl:11]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 12874107HCID 12874107, compound

Product 1

HCID 12874108HCID 12874108, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Conditions

Temperature
10 °C

Procedure

A mixtures of 357 g of thionyl chloride and 150 ml of chloroform is placed in a 1 liter flask and cooled to 10° C. At 10° to 15° C. and over a period of 35 minutes, a solution of 238 g of 2,3-dichloro-4-hydroxymethylthiophene in 350 ml of chloroform is added. After the exothermic reaction has subsided, the solution is stirred for 1 hour at 30° C., concentrated under reduced pressure and, after a small amount of triethylamine has been added, purified by distillation at 66° to 69° C./0.2 mbar. The yield is 192 g, equivalent to 70% of theory.

Workup

  1. customAfter the exothermic reaction
  2. concentrationconcentrated under reduced pressure
  3. additionafter a small amount of triethylamine has been added
  4. distillationpurified by distillation at 66° to 69° C./0.2 mbar

Sources & evidence

ORD record
ord-435b179b4a3e4365b4b7809709c002a1
Source dataset
uspto-grants-1981_05
Patent number
US04268506

Reaction notes

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