Methylamine → HCID 90022055, compound

HRID 1772919Notes

Reaction equation

HRID 1772919 reaction equation
Cl[C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([N+:10]([O-:12])=[O:11])=[CH:4][N:3]=1.[CH3:13][NH2:14]>CCO>[CH3:9][O:8][C:7]1[C:2]([NH:14][CH3:13])=[N:3][CH:4]=[C:5]([N+:10]([O-:12])=[O:11])[CH:6]=1

Participants

4

Reactant 2

HCID 6329Methylamine2×HCID 234561522-Chloro-3-methoxy-5-nitropyridine

Product 1

HCID 90022055HCID 90022055, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
0 °C

Procedure

2-Chloro-3-methoxy-5-nitropyridine (8.00 g, 43.4 mmol) was added portion-wise to a 35% solution of methylamine in EtOH (14 mL). After standing for 10 min the mixture was cooled to 0° C. and further 35% methylamine in EtOH (14 mL) was added. After stirring at rt for 20 min ice/water (˜28 mL) was added. The mixture was cooled to 0° C., stirred vigorously and then allowed to stand for 15 min. The resulting solids were isolation by filtration, washed with H2O and dried to yield crude 3-methoxy-N-methyl-5-nitropyridin-2-amine (7.81 g) which was used without further purification.

Workup

  1. additionwas added
  2. temperatureThe mixture was cooled to 0° C.
  3. waitto stand for 15 min
  4. filtrationby filtration
  5. washwashed with H2O
  6. customdried

Sources & evidence

ORD record
ord-d25c62f451e54a548eb363a98f256aa1
Source dataset
uspto-grants-2016_02
Patent number
US09249160B2

Reaction notes

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