Oxalyl chloride → 2-Methoxy-5-(1H-tetrazol-1-yl)benzoyl Chloride

HRID 637094Notes

Reaction equation

HRID 637094 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([N:12]2[CH:16]=[N:15][N:14]=[N:13]2)=[CH:8][C:4]=1[C:5](O)=[O:6].C(Cl)(=O)C([Cl:20])=O>CN(C)C=O.ClCCl>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([N:12]2[CH:16]=[N:15][N:14]=[N:13]2)=[CH:8][C:4]=1[C:5]([Cl:20])=[O:6]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 184644352-methoxy-5-(1H-tetrazol-1-yl)benzoic acid

Product 1

HCID 153920222-Methoxy-5-(1H-tetrazol-1-yl)benzoyl Chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

Combine 2-methoxy-5-(1H-tetrazol-1-yl)benzoic acid (1.2 g, 5.5 mmol) and dichloromethane (40 mL). Add dropwise oxalyl chloride (0.72 mL, 8.25 mmol) followed by dimethylformamide (3 drops). After 4 hours, evaporate in vacuo and dry to give the title compound.

Workup

  1. customevaporate in vacuo
  2. customdry

Sources & evidence

ORD record
ord-7723bf4732424884ab9a185dc12a1261
Source dataset
uspto-grants-2001_02
Patent number
US06194406B1

Reaction notes

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