Thionyl Chloride → HCID 13678080, compound

HRID 705719Notes

Reaction equation

HRID 705719 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([I:11])=[C:6]([CH:10]=1)[C:7](O)=[O:8].O=S(Cl)[Cl:14]>C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([I:11])=[C:6]([CH:10]=1)[C:7]([Cl:14])=[O:8]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 1429412-Iodo-5-methylbenzoic acid

Product 1

HCID 13678080HCID 13678080, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 5-methyl-2-iodobenzoic acid (3.0 g, 11.4 mmol) in toluene (150 mL), SOCl2 (8.35 mL, 114 mmol) was added and the mixture was heated at 100° C. for 3 hours. The solvent was concentrated in vacuum and the residue was co-evaporated from toluene twice to give the title compound as a grey solid. Yield (3.2 g, 100%)

Workup

  1. concentrationThe solvent was concentrated in vacuum

Sources & evidence

ORD record
ord-2ba7430d28e14153b9c50fb456faf0f6
Source dataset
uspto-grants-2015_11
Patent number
US09174977B2

Reaction notes

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