Hydrazine → HCID 178434476, compound

HRID 857930Notes

Reaction equation

HRID 857930 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([C:9](=O)[CH3:10])=[C:4](Cl)[N:3]=1.[NH2:13][NH2:14]>C(Cl)Cl>[Cl:8][C:6]1[N:7]=[C:2]([NH2:1])[N:3]=[C:4]2[NH:13][N:14]=[C:9]([CH3:10])[C:5]=12

Participants

4

Reactant 2

HCID 9321HydrazineHCID 58762825HCID 58762825, compound

Product 1

HCID 178434476HCID 178434476, compoundYield 53.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(2-Amino-4,6-dichloro-pyrimidin-5-yl)-ethanone (200 mg, 0.97 mmol) was dissolved in CH2Cl2 and treated with anhydrous hydrazine (31 mg, 0.97 mmol, 1 equiv.) at r.t. overnight. The precipitate was collected by filtration, washed with CH2Cl2, dissolved in DMSO (0.5 mL), and partitioned between EtOAc (100 mL) and water (25 mL). The organic layer was dried (brine, Na2SO4) and concentrated to afford the title compound as a white solid (95 mg, 0.52 mmol, 53%).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with CH2Cl2
  3. dissolutiondissolved in DMSO (0.5 mL)
  4. custompartitioned between EtOAc (100 mL) and water (25 mL)
  5. dry with materialThe organic layer was dried (brine, Na2SO4)
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-a1ac0e883a7140a99d6fc2fc306bcd71
Source dataset
uspto-grants-2006_12
Patent number
US07148228B2

Reaction notes

Loading…