Ammonia → HCID 21956058, compound

HRID 2213085Notes

Reaction equation

HRID 2213085 reaction equation
[NH3:1].[Cl:2][C:3]1[C:8]([N+:9]([O-:11])=[O:10])=[C:7](Cl)[N:6]=[C:5]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[N:4]=1.Cl>O1CCCC1>[NH2:1][C:7]1[C:8]([N+:9]([O-:11])=[O:10])=[C:3]([Cl:2])[N:4]=[C:5]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[N:6]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 219560634,6-Dichloro-2-(4-fluorophenyl)-5-nitropyrimidine

Product 1

HCID 21956058HCID 21956058, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

28% aqueous ammonia (3.1 mL) was added to a solution of 4,6-dichloro-2-(4-fluorophenyl)-5-nitropyrimidine (5.0 g, 17.4 mmol) in tetrahydrofuran (50 mL) at −50° C. until the starting material disappeared. After addition of 3N hydrochloric acid (5 mL) to the reaction solution at the same temperature, the reaction temperature was raised and then the mixture was concentrated in vacuo. Water was added to the residue, and the resulting suspension was filtered, then dried to give the objective compound as a solid (4.05 g, 87%).

Workup

  1. temperaturethe reaction temperature was raised
  2. concentrationthe mixture was concentrated in vacuo
  3. additionWater was added to the residue
  4. filtrationthe resulting suspension was filtered
  5. customdried

Sources & evidence

ORD record
ord-91905214bbff49c6af0d4b90aa99252f
Source dataset
uspto-grants-2006_09
Patent number
US07105526B2

Reaction notes

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