Thionyl Chloride → 2,6-Dichloro-4-(dimethylcarbamoyl)benzoyl chloride

HRID 449924Notes

Reaction equation

HRID 449924 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([C:11](=[O:15])[N:12]([CH3:14])[CH3:13])[CH:8]=[C:7]([Cl:16])[C:3]=1[C:4](O)=[O:5].O=S(Cl)[Cl:19]>>[Cl:1][C:2]1[CH:10]=[C:9]([C:11](=[O:15])[N:12]([CH3:14])[CH3:13])[CH:8]=[C:7]([Cl:16])[C:3]=1[C:4]([Cl:19])=[O:5]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 671288872,6-Dichloro-4-(dimethylcarbamoyl)benzoic acid

Product 1

HCID 866489622,6-Dichloro-4-(dimethylcarbamoyl)benzoyl chlorideYield 100%

Procedure

A solution of 2,6-dichloro-4-(dimethylcarbamoyl)benzoic acid (65 mg, 0.21 mmol) in SOCl2 (3 mL) was heated to reflux for overnight and then cooled to room temperature. The mixture was concentrated under reduced pressure to give crude 2,6-dichloro-4-(dimethylcarbamoyl)benzoyl chloride (70 mg, yield: 100%), which was used in the next step without further purification.

Workup

  1. temperatureto reflux for overnight
  2. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4d307f5cca2e408dab15fb76c86b15f4
Source dataset
uspto-grants-2013_07
Patent number
US08486950B2

Reaction notes

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