Oxalyl chloride → HCID 20537048, compound

HRID 1156173Notes

Reaction equation

HRID 1156173 reaction equation
[K+].[CH3:2][N:3]([CH3:20])[C:4]1[CH:19]=[CH:18][C:7]2[C:8]3[CH:14]=[CH:13][C:12]([C:15]([O-])=[O:16])=[CH:11][C:9]=3[S:10][C:6]=2[CH:5]=1.C(Cl)(=O)C([Cl:24])=O>C1C=CC=CC=1>[CH3:2][N:3]([CH3:20])[C:4]1[CH:19]=[CH:18][C:7]2[C:8]3[CH:14]=[CH:13][C:12]([C:15]([Cl:24])=[O:16])=[CH:11][C:9]=3[S:10][C:6]=2[CH:5]=1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 70543562HCID 70543562, compound

Product 1

HCID 20537048HCID 20537048, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a suspension of 1.9 g. of 7-dimethylaminodibenzothiophene-3-carboxylic acid potassium salt in 100 ml. of refluxing benzene was added over a period of 20 minutes a solution of 1.2 g. of oxalyl chloride in 25 ml. of benzene. The solution was then stirred and refluxed for 3 hours. The hot solution was filtered, and the filtrate was distilled to dryness in vacuo (steam bath, rotary evaporator). The residue of crude 7-dimethylaminodibenzothiophene-3-carbonyl chloride weighed 1.8 g.

Workup

  1. additionTo a suspension of 1.9 g
  2. temperaturerefluxed for 3 hours
  3. filtrationThe hot solution was filtered
  4. distillationthe filtrate was distilled to dryness in vacuo (steam bath, rotary evaporator)

Sources & evidence

ORD record
ord-557ee107c78e440ba7c7f73872304f55
Source dataset
uspto-grants-1982_06
Patent number
US04334078

Reaction notes

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