Maleic Acid → 4-Methylpyridinium maleate

HRID 329827Notes

Reaction equation

HRID 329827 reaction equation
[CH3:1]OC(=O)[O-].C[N+:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[C:13]([OH:20])(=[O:19])/[CH:14]=[CH:15]\[C:16]([OH:18])=[O:17]>>[C:13]([O-:20])(=[O:19])/[CH:14]=[CH:15]\[C:16]([O-:18])=[O:17].[CH3:1][C:10]1[CH:9]=[CH:8][NH+:7]=[CH:12][CH:11]=1.[CH3:13][C:10]1[CH:9]=[CH:8][NH+:7]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 444266Maleic AcidHCID 19871542HCID 19871542, compound

Product 1

HCID 703604064-Methylpyridinium maleateYield 75.4%

Procedure

By following the same procedure as Example 6 except that a mixture of N-methylpyridinium methyl carbonate obtained in the 1st step of Example 4 and an equimolar amount of maleic acid were used, 4-methylpyridinium maleate was synthesized. By recrystallization, the desired product was obtained at 96.0% of the theoretical yield (yield of 75.4% to pyridine).

Workup

  1. customobtained in the 1st step of Example 4
  2. customBy recrystallization

Sources & evidence

ORD record
ord-551c326780804c769d49dd8ed32a5aec
Source dataset
uspto-grants-1990_01
Patent number
US04892944

Reaction notes

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