Methylhydrazine → HCID 76624368, compound

HRID 1427349Notes

Reaction equation

HRID 1427349 reaction equation
[CH3:1][NH:2][NH2:3].[Br:4][C:5]1[CH:6]=[N:7][CH:8]=[C:9]([Br:13])[C:10]=1[CH:11]=O>CC(O)C>[Br:4][C:5]1[CH:6]=[N:7][CH:8]=[C:9]([Br:13])[C:10]=1[CH:11]=[N:3][NH:2][CH3:1]

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 27629983,5-Dibromo-4-pyridinecarboxaldehyde

Product 1

HCID 76624368HCID 76624368, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Methylhydrazine (1.06 mL, 19.3 mmol) was added to a solution of 3,5-dibromopyridine-4-carbaldehyde (3.4 g, 13 mmol) in 2-propanol (20 mL). After 3 hours at room temperature, the reaction mixture was concentrated in vacuo, dissolved in ethyl acetate, and washed with saturated aqueous sodium chloride solution. The organic layer was dried over magnesium sulfate, filtered, and concentrated under reduced pressure to afford the product as a solid. Yield: 3.20 g, 10.9 mmol, 84%. 1H NMR (400 MHz, DMSO-d6) δ 8.62 (s, 2H), 7.24-7.26 (m, 1H), 2.89-2.91 (m, 3H).

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. dissolutiondissolved in ethyl acetate
  3. washwashed with saturated aqueous sodium chloride solution
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3440c0b7dbd44ac0bb3bfa89650d2587
Source dataset
uspto-grants-2015_01
Patent number
US08933224B2

Reaction notes

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