Thionyl Chloride → HCID 11150959, compound

HRID 586113Notes

Reaction equation

HRID 586113 reaction equation
[Cl:1][C:2]1[C:10]([N:11]2[C:15](=[O:16])[N:14]([CH3:17])[N:13]=[N:12]2)=[C:9]([Cl:18])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:21])=O>CN(C)C=O.ClCCCl>[Cl:1][C:2]1[C:10]([N:11]2[C:15](=[O:16])[N:14]([CH3:17])[N:13]=[N:12]2)=[C:9]([Cl:18])[CH:8]=[CH:7][C:3]=1[C:4]([Cl:21])=[O:5]

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 11737800HCID 11737800, compound

Product 1

HCID 11150959HCID 11150959, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 111,2-DichloroethaneSolvent

Procedure

2,4-Dichloro-3-(4,5-dihydro-4-methyl-5-oxo-1H-tetrazol-1-yl)benzoic acid (3.42 g) and thionylchloride (4.22 g) were added to 1,2-dichloroethane (50 ml) The mixture, after adding several drops of N,N-dimethylformamide, was refluxed upon heating for 4 hours. After cooling, the solvent was distilled off to obtain crude 2,4-dichloro-3-(4,5-dihydro-4-methyl-5-oxo-1H-tetrazol-1-yl)benzoyl chloride (3.65 g).

Workup

  1. temperaturewas refluxed
  2. temperatureupon heating for 4 hours
  3. temperatureAfter cooling
  4. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-af3bbf51828444a294a69171f3c921e3
Source dataset
uspto-grants-2005_08
Patent number
US06936570B2

Reaction notes

Loading…