Hydrochloric Acid → HCID 59338677, compound

HRID 12458Notes

Reaction equation

HRID 12458 reaction equation
[CH2:1]([O:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]=1[C:14]1[N:18](COC)[C:17]([CH:22]=[O:23])=[CH:16][N:15]=1)[CH3:2].Cl>O1CCOCC1>[CH2:1]([O:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]=1[C:14]1[NH:18][C:17]([CH:22]=[O:23])=[CH:16][N:15]=1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 866477322-(2-ethoxy-naphthalen-1-yl)-3-methoxymethyl-3H-imidazole-4-carbaldehyde

Product 1

HCID 59338677HCID 59338677, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 2-(2-ethoxy-naphthalen-1-yl)-3-methoxymethyl-3H-imidazole-4-carbaldehyde (prepared as described for 1-ethyl-2-naphthalen-1-yl-1H-imidazole-4-carbaldehyde illustrated in example 2.F) (2.4 g, 7.4 mmol) in dioxane (30 ml) is added 6.0 N hydrochloric acid (10 ml). The resulting mixture is stirred at 80° C. for 3 hr, and then cooled to rt. Dioxane is evaporated, and the residue is basified with 2.0N sodium hydroxide solution. The solid precipitate is collected, washed with water, dried under vacuum to give the title compound. LCMS 267 (M+1).

Workup

  1. temperaturecooled to rt
  2. customDioxane is evaporated
  3. customThe solid precipitate is collected
  4. washwashed with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-8d1cd2d6e27b4b369888a3d951b36078
Source dataset
uspto-grants-2010_06
Patent number
US07728009B1

Reaction notes

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