3-Methoxypyridine-2-carboxylic acid → HCID 178492104, compound

HRID 1995357Notes

Reaction equation

HRID 1995357 reaction equation
[CH3:1][O:2][C:3]1[C:4]([C:9]([OH:11])=O)=[N:5][CH:6]=[CH:7][CH:8]=1.[NH2:12][C:13]1[NH:17][N:16]=[N:15][N:14]=1>S(Cl)(Cl)=O>[NH:14]1[C:13]([NH:12][C:9]([C:4]2[C:3]([O:2][CH3:1])=[CH:8][CH:7]=[CH:6][N:5]=2)=[O:11])=[N:17][N:16]=[N:15]1

Participants

4

Reactant 2

HCID 132095403-Methoxypyridine-2-carboxylic acidHCID 178509299HCID 178509299, compound

Product 1

HCID 178492104HCID 178492104, compoundYield 8.6%

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

1.45 g of 3-methoxy-2-pyridinecarboxylic acid, 30 ml of thionyl chloride and 0.95 g of 5-aminotetrazole are treated in the same manner as described in Example 1. The crude product thus obtained is recrystallized from a mixture of dimethylformamide and water, whereby 0.18 g of N-(5-tetrazolyl)-3-methoxy-2-pyridinecarboxamide is obtained.

Workup

  1. customThe crude product thus obtained
  2. customis recrystallized from a mixture of dimethylformamide and water

Sources & evidence

ORD record
ord-25899d86f68e4a6396d8757f51e06fec
Source dataset
uspto-grants-1983_09
Patent number
US04404214

Reaction notes

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