Thionyl Chloride → HCID 12993703, compound

HRID 1168130Notes

Reaction equation

HRID 1168130 reaction equation
[CH:1]1([N:4]2[C:8](=[O:9])[N:7]([CH2:10][C:11]3[C:12]([Cl:21])=[C:13]([CH:17]=[CH:18][C:19]=3[Cl:20])[C:14](O)=[O:15])[N:6]=[N:5]2)[CH2:3][CH2:2]1.S(Cl)([Cl:24])=O>CN(C=O)C.ClCCCl>[CH:1]1([N:4]2[C:8](=[O:9])[N:7]([CH2:10][C:11]3[C:12]([Cl:21])=[C:13]([CH:17]=[CH:18][C:19]=3[Cl:20])[C:14]([Cl:24])=[O:15])[N:6]=[N:5]2)[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 12993707HCID 12993707, compound

Product 1

HCID 12993703HCID 12993703, compoundYield 102.4%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 111,2-DichloroethaneSolvent

Procedure

3-[(4Cyclopropyl-4,5-dihydro-5-oxo-1H-tetrazol-1-yl)methyl]-2,4-dichlorobenzoic acid (5.05 g) and thionyl chloride (5.48 g) were added to 1,2-dichloroethane (60 ml) and the mixture, after adding several drops of DMF, was refluxed upon heating. After cooling, the solvent was distilled off to obtain crude 3-[(4-cyclopropyl-4,5-dihydro-5-oxo-1H-tetrazol-1-yl)methyl]-2,4-dichlorobenzoyl chloride (5.46 g).

Workup

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

Sources & evidence

ORD record
ord-ac6d8cf93b5c4abeaebcd658bdc30a4f
Source dataset
uspto-grants-2003_09
Patent number
US06624121B1

Reaction notes

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