NSC622626 → HCID 12409406, compound

HRID 2177518Notes

Reaction equation

HRID 2177518 reaction equation
[N+:1]([C:4]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[C:8]([N+]([O-])=O)[C:5]=1[C:6]#[N:7])([O-:3])=[O:2].[CH3:19][O-:20].[Na+]>CO>[CH3:19][O:20][C:8]1[CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=[C:4]([N+:1]([O-:3])=[O:2])[C:5]=1[C:6]#[N:7]

Participants

4

Reactant 2

HCID 360492NSC622626HCID 10942334Sodium Methoxide

Product 1

HCID 12409406HCID 12409406, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
0 °C

Procedure

To a solution of 3 g (11.49 mmol) 2,6-dinitro-4-trifluoromethyl-benzonitrile (CAS: 35213-02-6) in 30 ml methanol at 0° C. under nitrogen, was added 2.3 ml (11.49 mmol) of a 5M sodium methoxide in methanol. The reaction mixture was stirred at 0° C. for 1.5 hours then poured into ice water, stirred for 60 minutes and the product was collect by filtration. The crude solid was purified on silica (Eluent: heptane/ethyl acetate 0 to 30%) to provide 2.24 g (79%) of the title compound as a light yellow solid.

Workup

  1. stirringstirred for 60 minutes
  2. filtrationthe product was collect by filtration
  3. customThe crude solid was purified on silica (Eluent: heptane/ethyl acetate 0 to 30%)

Sources & evidence

ORD record
ord-503c3b06521f41b2a0cd2e73e7e92811
Source dataset
uspto-grants-2015_06
Patent number
US09067911B2

Reaction notes

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