Formic Acid → HCID 9816253, compound

HRID 349398Notes

Reaction equation

HRID 349398 reaction equation
[N:1]1([CH:6]([C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=2)[CH:7]([CH3:9])[CH3:8])[CH:5]=[CH:4][N:3]=[CH:2]1.O.[OH-].[Na+].[CH:20](O)=[O:21]>>[N:1]1([CH:6]([C:10]2[CH:11]=[CH:12][C:13]([NH:16][CH:20]=[O:21])=[CH:14][CH:15]=2)[CH:7]([CH3:9])[CH3:8])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 4

HCID 284Formic AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 22335511HCID 22335511, compound

Product 1

HCID 9816253HCID 9816253, compoundYield 86.6%

Conditions

Temperature
120 °C

Procedure

A mixture of 4-[1-(1H-imidazol-1-yl)-2-methylpropyl]benzenamine (0.0185 mol) in formic acid (20 ml) was stirred and heated at 120° C. for 15 minutes. The mixture was poured into water, basified with NaOH 3N and extracted with EtOAc. The organic layer was dried, filtered off and the solvent evaporated, yielding 3.9 g (86.6%) of (±)-N-[4-[1-(1H-imidazol-1-yl)-2-methylpropyl]phenyl]formamide (compound 177).

Workup

  1. extractionextracted with EtOAc
  2. customThe organic layer was dried
  3. filtrationfiltered off
  4. customthe solvent evaporated

Sources & evidence

ORD record
ord-96db6c32b32d49788aa7f761933ea239
Source dataset
uspto-grants-2007_02
Patent number
US07179825B2

Reaction notes

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