Thionyl Chloride → HCID 53925410, compound

HRID 1739450Notes

Reaction equation

HRID 1739450 reaction equation
[Cl:1][C:2]1[C:7]2[S:8][C:9]([C:11]([OH:13])=O)=[CH:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:16])=O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:7]2[S:8][C:9]([C:11]([Cl:16])=[O:13])=[CH:10][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 101982427-Chloro-1-benzothiophene-2-carboxylic acid

Product 1

HCID 53925410HCID 53925410, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

16.6 g of the 7-chloro-2-benzo[b]thiophenecarboxylic acid prepared in A above was added to thionyl chloride (48 ml) and toluene (10 ml) and refluxed for 4 hours. Excess thionyl chloride was then removed and the resultant residue was treated with toluene (20 ml). The toluene was then removed under reduced pressure to produce 17.8 g of 7-chloro-2-benzo[b]thiophenecarboxylic acid chloride as a reddish solid.

Workup

  1. temperaturerefluxed for 4 hours
  2. customExcess thionyl chloride was then removed
  3. additionthe resultant residue was treated with toluene (20 ml)
  4. customThe toluene was then removed under reduced pressure

Sources & evidence

ORD record
ord-6dff9ec4452d48cd94a464209fb309ee
Source dataset
uspto-grants-1999_10
Patent number
US05965749

Reaction notes

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