Hydrochloric Acid → (Z)-3-[5-(3-amino-phenyl)-furan-2-yl]-2-(3,4-dimethoxy-phenyl)-acrylonitrile hydrochloride

HRID 2366378Notes

Reaction equation

HRID 2366378 reaction equation
[ClH:1].[NH2:2][C:3]1[CH:4]=[C:5]([C:9]2[O:13][C:12](/[CH:14]=[C:15](/[C:18]3[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([O:26][CH3:27])[CH:19]=3)\[C:16]#[N:17])=[CH:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1>>[ClH:1].[NH2:2][C:3]1[CH:4]=[C:5]([C:9]2[O:13][C:12](/[CH:14]=[C:15](/[C:18]3[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([O:26][CH3:27])[CH:19]=3)\[C:16]#[N:17])=[CH:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 11842656(Z)-3-[5-(3-amino-phenyl)-furan-2-yl]-2-(3,4-dimethoxy-phenyl)-acrylonitrile

Product 1

HCID 67226969(Z)-3-[5-(3-amino-phenyl)-furan-2-yl]-2-(3,4-dimethoxy-phenyl)-acrylonitrile hydrochlorideYield 96%

Procedure

0.1N Hydrochloric acid (3.7 mL) was added to Compound 22 (117 mg), and purified water (30 mL), acetonitrile (30 mL), and chloroform (5 mL) were added to the mixture, to thereby dissolve the mixture. The solution was stirred at room temperature for 1 hour, and the solvent was evaporated to dryness. The residue was suspended in hexane-ethyl acetate, and the solvent was evaporated to dryness, followed by thoroughly drying, to thereby yield the target product (yield: 124 mg, 96%).

Workup

  1. custompurified water (30 mL), acetonitrile (30 mL), and chloroform (5 mL)
  2. additionwere added to the mixture
  3. dissolutionto thereby dissolve the mixture
  4. customthe solvent was evaporated to dryness
  5. customthe solvent was evaporated to dryness
  6. customby thoroughly drying

Sources & evidence

ORD record
ord-1aaf467c33b14aa2887449371b344046
Source dataset
uspto-grants-2014_04
Patent number
US08697742B2

Reaction notes

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