Ammonium Hydroxide → HCID 15221578, compound

HRID 1492145Notes

Reaction equation

HRID 1492145 reaction equation
[F:1][C:2]1[C:3](Cl)=[N:4][C:5]([NH2:9])=[N:6][C:7]=1[Cl:8].[OH-].[NH4+:12]>C(O)C>[F:1][C:2]1[C:3]([NH2:12])=[N:4][C:5]([NH2:9])=[N:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 152215774,6-Dichloro-5-fluoropyrimidin-2-amine

Product 1

HCID 15221578HCID 15221578, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

5-Fluoro-4,6-dichloro-2-pyrimidineamine (4) (204 mg, 1 mmol) and ammonium hydroxide (15 ml) were charged to a sealed tube and ethanol (1.5 ml) added. The tube was heated at 100° C. for 24 hours. The solution was concentrated. The residue was absorbed on silica gel and chromatographed (elution with ethyl acetate), yielding (5) as a white powder (118 mg, 65%): MS (70 eV, EI) m/z (relative intensity) 162 (M+, 100), 43 (92), 164 (33), 127 (29), 135 (16). Exact Mass Calcd for C4H4N4ClF: 162.0108. Found: 162.0100.

Workup

  1. concentrationThe solution was concentrated
  2. customThe residue was absorbed on silica gel
  3. customchromatographed
  4. wash(elution with ethyl acetate)

Sources & evidence

ORD record
ord-08b1f18ff0ff498da5db6c46664a6e69
Source dataset
uspto-grants-1994_12
Patent number
US05373012

Reaction notes

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