Hydrochloric Acid → (E)-3-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]acrylic acid hydrazide dihydrochloride

HRID 2235682Notes

Reaction equation

HRID 2235682 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6](/[CH:16]=[CH:17]/[C:18]([NH:20][NH:21]C(OC(C)(C)C)=O)=[O:19])[CH:7]=[CH:8][C:9]=1[N:10]1[CH:14]=[C:13]([CH3:15])[N:12]=[CH:11]1>C(OCC)(=O)C.CO>[ClH:1].[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6](/[CH:16]=[CH:17]/[C:18]([NH:20][NH2:21])=[O:19])[CH:7]=[CH:8][C:9]=1[N:10]1[CH:14]=[C:13]([CH3:15])[N:12]=[CH:11]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66839145tert-butyl N'-{(E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acryloyl}hydrazinecarboxylate

Product 1

HCID 66839298(E)-3-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]acrylic acid hydrazide dihydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of 4 N hydrochloric acid in ethyl acetate (3 mL) was added to a solution of tert-butyl N′-{(E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acryloyl}hydrazinecarboxylate (668 mg) in ethyl acetate (5 mL) and methanol (1 mL), and the reaction solution was stirred at room temperature for two hours. The solid precipitated in the reaction solution was collected by filtration and washed with diethyl ether to obtain 658 mg of the title compound. The property value of the compound is as follows.

Workup

  1. customThe solid precipitated in the reaction solution
  2. filtrationwas collected by filtration
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-48abf3ae35bf44c3874ae5297d1139c8
Source dataset
uspto-grants-2010_05
Patent number
US07713993B2

Reaction notes

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