Methane → 6-(5-Methylimidazol-1-yl)methyl-2-naphthoic acid hydrochloride

HRID 868273Notes

Reaction equation

HRID 868273 reaction equation
[CH3:1][C:2]1[N:6]([CH2:7][C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[CH:14]=[C:13]([C:18]([O:20]C)=[O:19])[CH:12]=[CH:11]3)[CH:5]=[N:4][CH:3]=1.C.[ClH:23]>>[ClH:23].[CH3:1][C:2]1[N:6]([CH2:7][C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[CH:14]=[C:13]([C:18]([OH:20])=[O:19])[CH:12]=[CH:11]3)[CH:5]=[N:4][CH:3]=1

Participants

4

Reactant 3

HCID 297MethaneHCID 313Hydrochloric AcidHCID 21288111HCID 21288111, compound

Product 1

HCID 1290456-(5-Methylimidazol-1-yl)methyl-2-naphthoic acid hydrochlorideYield 85%

Procedure

3.31 g (11.8 mmol) of methyl 6-(5-methyl-1-imidazolyl)methyl-2-naphthoate in 40 ml of 2N HCl are heated under reflux for three hours, and active charcoal is added and the mixture is filtered hot. The hydrochloride of the acid crystallizes out on cooling. 3.03 g (85%) of 6-(5-methyl-1-imidazolyl)methyl-2-naphthoic acid hydrochloride are obtained after filtration with suction, washing with acetone and drying. Melting point: 289°-290° C.

Workup

  1. temperatureunder reflux for three hours
  2. filtrationthe mixture is filtered hot
  3. customThe hydrochloride of the acid crystallizes out
  4. temperatureon cooling

Sources & evidence

ORD record
ord-d659f5bc1eee481c8942e6199606d2d0
Source dataset
uspto-grants-1988_10
Patent number
US04778817

Reaction notes

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