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

HRID 1009342Notes

Reaction equation

HRID 1009342 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-862421a05b8f49c6a19f998ef605a20f
Source dataset
uspto-grants-2011_07
Patent number
US07973033B2

Reaction notes

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