Methylamine → HCID 22615011, compound

HRID 1258710Notes

Reaction equation

HRID 1258710 reaction equation
[CH3:1][NH2:2].[F:3][C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7](F)=[CH:6][C:5]=1[F:14]>C1COCC1>[F:3][C:4]1[C:5]([F:14])=[CH:6][C:7]([NH:2][CH3:1])=[C:8]([N+:10]([O-:12])=[O:11])[CH:9]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 750121,2,4-Trifluoro-5-nitrobenzene

Product 1

HCID 22615011HCID 22615011, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
-20 °C

Procedure

A solution of MeNH2 in THF (5.7 mL, 2 M, 11 mmol) was added dropwise to a solution of 1,2,4-trifluoro-5-nitrobenzene (1.0 g, 5.7 mmol) in THF (10 mL) at −20° C. The mixture was stirred at −20° C. for 1 h, concentrated, washed with brine and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. Crystallization from EtOAc/PE gave the sub-title compound. Yield: 1.0 g (81%).

Workup

  1. concentrationconcentrated
  2. washwashed with brine
  3. extractionextracted with EtOAc
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customCrystallization from EtOAc/PE

Sources & evidence

ORD record
ord-8d7859690bc646b28010b6158cae4bf6
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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