Methylamine → HCID 86020358, compound

HRID 2235544Notes

Reaction equation

HRID 2235544 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([F:11])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH3:15][NH2:16]>C1COCC1>[F:11][C:5]1[CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]([NH:16][CH3:15])=[C:3]([N+:12]([O-:14])=[O:13])[CH:4]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 123611032-Chloro-5-fluoro-1,3-dinitrobenzene

Product 1

HCID 86020358HCID 86020358, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To 1.35 g (6.12 mmol) of 2-chloro-5-fluoro-1,3-dinitrobenzene in 20 mL of THF at 0° C. was added 6.1 mL (12 mmol) of 2N methylamine in THF. The cold bath was removed and the reaction was stirred at room temperature for 45 minutes. The solution was concentrated, diluted with ether and washed with saturated sodium bicarbonate solution. The resulting organic solution was dried over sodium sulfate, filtered and concentrated giving 1.30 g (99%) of the title compound as a bright orange powder.

Workup

  1. customThe cold bath was removed
  2. concentrationThe solution was concentrated
  3. additiondiluted with ether
  4. washwashed with saturated sodium bicarbonate solution
  5. dry with materialThe resulting organic solution was dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-da00dce3dfc144bea1c811c76bf9a6ee
Source dataset
uspto-grants-2010_05
Patent number
US07714009B2

Reaction notes

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