Acetonitrile → HCID 66862366, compound

HRID 254286Notes

Reaction equation

HRID 254286 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4](F)[CH:3]=1.[CH:12]1([C:18]2[NH:19][CH:20]=[C:21]([CH3:23])[N:22]=2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.C(#N)C>C(N(CC)CC)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([N:19]2[CH:20]=[C:21]([CH3:23])[N:22]=[C:18]2[CH:12]2[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]2)[CH:3]=1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 696914-Chloro-2-fluoro-1-nitrobenzeneHCID 178430842HCID 178430842, compound

Product 1

HCID 66862366HCID 66862366, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

3.75 g 4-Chloro-2-fluoro-nitrobenzene, 3.4 g 2-Cyclohexyl-4-methyl-imidazole, 50 ml acetonitrile and 5 ml triethylamine were heated 6 hours at 60° C. The solvent was distilled off followed by extraction with 100 ml ethylacetate and 2 times 50 ml water. The organic layer was distilled off and the residue chromatographed on silica gel with 5% MeOH/CH2Cl2.

Workup

  1. distillationThe solvent was distilled off
  2. extractionfollowed by extraction with 100 ml ethylacetate and 2 times 50 ml water
  3. distillationThe organic layer was distilled off
  4. customthe residue chromatographed on silica gel with 5% MeOH/CH2Cl2

Sources & evidence

ORD record
ord-8a3b48c174334984b45d44efb9e6f0b1
Source dataset
uspto-grants-2011_01
Patent number
US07875618B2

Reaction notes

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