Thionyl Chloride → HCID 20347860, compound

HRID 1701351Notes

Reaction equation

HRID 1701351 reaction equation
S(Cl)([Cl:3])=O.[C:5]([C:7]1[C:8]([CH3:16])=[C:9]([CH:13]=[CH:14][CH:15]=1)[C:10](O)=[O:11])#[N:6]>>[C:5]([C:7]1[C:8]([CH3:16])=[C:9]([CH:13]=[CH:14][CH:15]=1)[C:10]([Cl:3])=[O:11])#[N:6]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 233592293-Cyano-2-methylbenzoic acid

Product 1

HCID 20347860HCID 20347860, compound

Procedure

75 cc of thionyl chloride and 30 g of 3-cyano-2-methyl-benzoic acid [prepared by process in C. R. Acad. Sci., Vol. 235(1952), p. 1660] were refluxed for 11/2 hours and after cooling, excess thionyl chloride was removed under reduced pressure. The last traces of thionyl chloride were removed by addition of benzene and distillation under reduced pressure. The residue was purified by rectification under reduced pressure to obtain 27.4 g of 3-cyano-2-methyl-benzoyl chloride in the form of colorless crystals melting at 62° C.

Workup

  1. temperatureafter cooling
  2. customexcess thionyl chloride was removed under reduced pressure
  3. customThe last traces of thionyl chloride were removed by addition of benzene and distillation under reduced pressure
  4. customThe residue was purified by rectification under reduced pressure

Sources & evidence

ORD record
ord-bea1d8e8a9cc424cbcc478e2bc6662ef
Source dataset
uspto-grants-1980_03
Patent number
US04192890

Reaction notes

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