Pyridine → 1-(4-methoxybenzyl)-1H-tetrazole-5-carbonyl chloride

HRID 1447185Notes

Reaction equation

HRID 1447185 reaction equation
[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:6]([CH2:7][N:8]2[C:12]([C:13]([O-])=[O:14])=[N:11][N:10]=[N:9]2)=[CH:5][CH:4]=1.[Na+].N1C=CC=CC=1.C(Cl)(=O)C([Cl:28])=O>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:6]([CH2:7][N:8]2[C:12]([C:13]([Cl:28])=[O:14])=[N:11][N:10]=[N:9]2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 65578Oxalyl chlorideHCID 23720170Sodium 1-(p-Methoxybenzyl)-1H-tetrazole-5-carboxylate

Product 1

HCID 204638701-(4-methoxybenzyl)-1H-tetrazole-5-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Conditions

Temperature
15 °C

Procedure

Following the procedure of Example 3, the sodium salt produced in Example 5 is stirred with pyridine in benzene at 6° C. with rapid addition of oxalyl chloride. The mixture is stirred at 15° C. for one half hour, stripped and scrubbed twice with benzene to yield 1-(p-methoxybenzyl)-1H-tetrazole-5-carbonyl chloride.

Sources & evidence

ORD record
ord-8e80e245788344c3a76928986be927fe
Source dataset
uspto-grants-1982_02
Patent number
US04316037

Reaction notes

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