Water → HCID 16128758, compound

HRID 586398Notes

Reaction equation

HRID 586398 reaction equation
F[C:2]1[CH:3]=[C:4]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.[NH:11]1[CH:15]=[C:14]([C:16]([O:18][CH3:19])=[O:17])[N:13]=[CH:12]1.C(=O)([O-])[O-].[K+].[K+].O>CN1C(=O)CCC1>[N+:8]([C:4]1[CH:3]=[C:2]([N:11]2[CH:15]=[C:14]([C:16]([O:18][CH3:19])=[O:17])[N:13]=[CH:12]2)[CH:7]=[CH:6][CH:5]=1)([O-:10])=[O:9]

Participants

6

Reactant 4

HCID 962WaterHCID 98231-Fluoro-3-nitrobenzeneHCID 11430Potassium CarbonateHCID 178418785HCID 178418785, compound

Product 1

HCID 16128758HCID 16128758, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 3-fluoronitrobenzene (1.78 ml; 16.7 mmol), methyl imidazole-4-carboxylate and potassium carbonate (2.3 g; 16.7 mmol) in 10 ml NMP was heated to 120° C. in a nitrogen atmosphere overnight. The cooled mixture was poured into water (100 ml), the precipitate was filtered off, washed with water and dried to yield 6c (2.38 g; 58%).

Workup

  1. filtrationthe precipitate was filtered off
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-3c45a01003da4d0ea3d8052f316ab302
Source dataset
uspto-grants-2005_08
Patent number
US06936613B2

Reaction notes

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