Phosphorus pentachloride → Dimethyl-4,4'-(4-methyl-1,2,4-triazol-3,5-diyl)dibenzoate

HRID 261155Notes

Reaction equation

HRID 261155 reaction equation
[CH3:1][NH:2][C:3](=O)[C:4]1[CH:9]=[CH:8][C:7]([C:10]([O:12][CH3:13])=[O:11])=[CH:6][CH:5]=1.P(Cl)(Cl)(Cl)(Cl)Cl.[C:21]([C:25]1[CH:34]=[CH:33][C:28]([C:29]([NH:31][NH2:32])=O)=[CH:27][CH:26]=1)([O:23][CH3:24])=[O:22]>C(Cl)(Cl)Cl>[CH3:13][O:12][C:10](=[O:11])[C:7]1[CH:8]=[CH:9][C:4]([C:3]2[N:2]([CH3:1])[C:29]([C:28]3[CH:33]=[CH:34][C:25]([C:21]([O:23][CH3:24])=[O:22])=[CH:26][CH:27]=3)=[N:31][N:32]=2)=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 24819Phosphorus pentachlorideHCID 596004Methyl 4-(hydrazinecarbonyl)benzoateHCID 14935054Methyl 4-[(methylamino)carbonyl]benzoate

Product 1

HCID 131710036Dimethyl-4,4'-(4-methyl-1,2,4-triazol-3,5-diyl)dibenzoate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of N-methyl-p-carbmethoxybenzamide in chloroform was treated with phosphorus pentachloride to give E. Then E was reacted with p-carbmethoxybenzoyl hydrazine to yield dimethyl-4,4'-(4-methyl-1,2,4-triazol-3,5-diyl)dibenzoate, (F). Then III was obtained by reacting F in a similar manner as in Example 1.

Workup

  1. customto give E

Sources & evidence

ORD record
ord-5e4a6b8de772471bad281de22e696596
Source dataset
uspto-grants-1979_08
Patent number
US04164480

Reaction notes

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