Lithium hydroxide, monohydrate → 2,6-DIAMINO-3-(2,3,5-TRICHLOROPHENYL)-PYRAZINE

HRID 1358974Notes

Reaction equation

HRID 1358974 reaction equation
Br.[C:2]([CH:4]([NH:14][CH2:15][C:16]([NH2:18])=[NH:17])[C:5]1[CH:10]=[C:9]([Cl:11])[CH:8]=[C:7]([Cl:12])[C:6]=1[Cl:13])#[N:3].O.[OH-].[Li+]>CO>[NH2:3][C:2]1[C:4]([C:5]2[CH:10]=[C:9]([Cl:11])[CH:8]=[C:7]([Cl:12])[C:6]=2[Cl:13])=[N:14][CH:15]=[C:16]([NH2:18])[N:17]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 693443222-{[Cyano-(2,3,5-trichlorophenyl)methyl]-amino}acetamidine Hydrobromide

Product 1

HCID 99260012,6-DIAMINO-3-(2,3,5-TRICHLOROPHENYL)-PYRAZINE

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-{[Cyano-(2,3,5-trichlorophenyl)-methyl]-amino}-acetamidine hydrobromide (95.36 g, 0.256 mole) was added in portions to a solution of lithium hydroxide monohydrate (16.11 g, 0.384 mole) in methanol (1.9 liters) at room temperature. The resulting solution was stirred at room temperature for 3 hours before being evaporated to dryness in vacuo. The resulting solid was slurried in water (1.15 liters) and collected by filtration. After drying at 50° C. in vacuo the crude material was purified by recrystallisation from toluene to give the desired product. Yield 69.51 g (93.8%), M.p. 178-180° C.

Workup

  1. custombefore being evaporated to dryness in vacuo
  2. filtrationcollected by filtration
  3. dry with materialAfter drying at 50° C. in vacuo the crude material
  4. customwas purified by recrystallisation from toluene

Sources & evidence

ORD record
ord-60505362070044cc92bd87654fae02c1
Source dataset
uspto-grants-2003_07
Patent number
US06599905B2

Reaction notes

Loading…