Acetone → HCID 19806556, compound

HRID 1681390Notes

Reaction equation

HRID 1681390 reaction equation
[NH2:1][C:2]1[C:7](I)=[CH:6][C:5]([N:9]2[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]2)=[CH:4][C:3]=1[CH3:15].[C-:16]#[N:17].[K+].CC(C)=O>O>[NH2:1][C:2]1[C:7]([C:16]#[N:17])=[CH:6][C:5]([N:9]2[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]2)=[CH:4][C:3]=1[CH3:15]

Participants

5

Reactant 3

HCID 180AcetoneHCID 9032Potassium CyanideHCID 19806575HCID 19806575, compound

Product 1

HCID 19806556HCID 19806556, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-amino-3-iodo-5-(4-methylimidazol-1-yl)toluene (391 mg), potassium cyanide (130 mg), PD(OCA) (catalytic amount) and dimethylformaldehyde (4.01 ml) was heated under stirring under nitrogen atmosphere for 3 days. Solvent was removed to give a residue. To the residue was added water and the solution was extracted with chloroform. The extract was dried with MgSO and solvent was removed to give 175 mg (66%) of the title compound.

Workup

  1. temperaturewas heated
  2. customSolvent was removed
  3. customto give a residue
  4. extractionthe solution was extracted with chloroform
  5. dry with materialThe extract was dried with MgSO and solvent
  6. customwas removed

Sources & evidence

ORD record
ord-235c6ad4aa8b488e94f726fdcbfb4eb8
Source dataset
uspto-grants-1992_12
Patent number
US05171851

Reaction notes

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