Hydrochloric Acid → HCID 20211459, compound

HRID 258935Notes

Reaction equation

HRID 258935 reaction equation
[Cl:1][C:2]1[C:7]([C:8](Cl)=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:11].[S:12]1[CH:16]=[CH:15][CH:14]=[CH:13]1.Cl>C(Cl)Cl>[S:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[C:8]([C:7]1[C:2]([Cl:1])=[C:3]([CH3:11])[CH:4]=[CH:5][CH:6]=1)=[O:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8030ThiopheneHCID 193679402-Chloro-3-methylbenzoyl chloride

Product 1

HCID 20211459HCID 20211459, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred and cooled mixture of 28.4 parts of 2-chloro-m-toluoyl chloride, 12.6 parts of thiophene and 80 parts of methylene chloride is added dropwise a mixture of 39 parts of stannic chloride in 40 parts of methylene chloride at 10° C. Upon completion, stirring is continued first for 2 hours a 20° C and further for 3 hours at reflux. The reaction mixture is poured onto a mixture of ice-water and concentrated hydrochloric acid solution. The methylene chloride solution is separated, washed three times with water, dried, filtered and evaporated. The residue is distilled, yielding 2-chloro-m-tolyl 2-thienyl ketone; bp. 197° -199° C at 12 mm. pressure.

Workup

  1. temperaturecooled
  2. additionis added dropwise
  3. stirringUpon completion, stirring
  4. temperatureat reflux
  5. customThe methylene chloride solution is separated
  6. washwashed three times with water
  7. customdried
  8. filtrationfiltered
  9. customevaporated
  10. distillationThe residue is distilled

Sources & evidence

ORD record
ord-81a4aabba73b40feadf3466912b052f6
Source dataset
uspto-grants-1977_07
Patent number
US04035376

Reaction notes

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