Oxalyl chloride → HCID 20537057, compound

HRID 1856532Notes

Reaction equation

HRID 1856532 reaction equation
[K+].[CH:2]1[C:10]2[C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[S:7][C:6]=2[CH:5]=[C:4]([C:15]([O-:17])=O)[CH:3]=1.C(Cl)(=O)C([Cl:21])=O>C1C=CC=CC=1>[Cl:21][C:15]([C:4]1[CH:3]=[CH:2][C:10]2[C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[S:7][C:6]=2[CH:5]=1)=[O:17]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 70545661HCID 70545661, compound

Product 1

HCID 20537057HCID 20537057, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a suspension of 8.9 g. of dibenzothiophene-3-carboxylic acid potassium salt in 200 ml. of benzene was added dropwise with stirring over a period of 30 minutes, a solution of 6.4 g. of oxalyl chloride in 50 ml. of benzene. The mixture was stirred and refluxed for two hours. The mixture was filtered and the solvent was removed in vacuo on the steam bath. The residue, 3-chlorocarbonyldibenzothiphene (7.9 g.) was used directly in the next step.

Workup

  1. additionTo a suspension of 8.9 g
  2. stirringThe mixture was stirred
  3. temperaturerefluxed for two hours
  4. filtrationThe mixture was filtered
  5. customthe solvent was removed in vacuo on the steam bath

Sources & evidence

ORD record
ord-1c884c8c9f2d4a74b4a1ea92d4aec49f
Source dataset
uspto-grants-1980_08
Patent number
US04219657

Reaction notes

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