Thionyl Chloride → HCID 12425918, compound

HRID 978093Notes

Reaction equation

HRID 978093 reaction equation
[CH3:1][O:2][C:3]1[C:4]2[CH:14]=[CH:13][CH:12]=[CH:11][C:5]=2[S:6][C:7]=1[C:8](O)=[O:9].S(Cl)([Cl:17])=O>CN(C)C=O.C(Cl)Cl>[CH3:1][O:2][C:3]1[C:4]2[CH:14]=[CH:13][CH:12]=[CH:11][C:5]=2[S:6][C:7]=1[C:8]([Cl:17])=[O:9]

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 880203-Methoxybenzo(b)thiophene-3-carboxylic acid

Product 1

HCID 12425918HCID 12425918, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

An ice-cooled suspension of 3-methoxybenzo[b]thiophene-2-carboxylic acid (0.62 g, 0.003 m) and dried methylene chloride (25 ml) was treated under nitrogen with thionyl chloride (2.0 ml) and dimethylformamide (1 drop). After stirring overnight two times at ambient temperatures, the volatiles were removed in vacuo, and the solid residue washed twice by addition and removal in vacuo of small portions of benzene. The resultant off-white solid was used without further purification in the next step.

Workup

  1. customthe volatiles were removed in vacuo
  2. washthe solid residue washed twice by addition and removal in vacuo of small portions of benzene
  3. customThe resultant off-white solid was used without further purification in the next step

Sources & evidence

ORD record
ord-0d2431c87603492b850287cd46f687dd
Source dataset
uspto-grants-1987_05
Patent number
US04663344

Reaction notes

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