Ammonia → HCID 21956058, compound

HRID 2246418Notes

Reaction equation

HRID 2246418 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-6dc67bdc69d343c1bf1a77f0f2c9adb0
Source dataset
uspto-grants-2010_03
Patent number
US07687514B2

Reaction notes

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