Ammonia → HCID 13579894, compound

HRID 65382Notes

Reaction equation

HRID 65382 reaction equation
[Cl:1][C:2]1[C:7]([S:8][CH3:9])=[C:6](Cl)[N:5]=[C:4]([NH:11][CH2:12][CH2:13][CH2:14][O:15][CH:16]([CH3:18])[CH3:17])[N:3]=1.[NH3:19]>CO>[NH2:19][C:6]1[C:7]([S:8][CH3:9])=[C:2]([Cl:1])[N:3]=[C:4]([NH:11][CH2:12][CH2:13][CH2:14][O:15][CH:16]([CH3:18])[CH3:17])[N:5]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 13579893HCID 13579893, compound

Product 1

HCID 13579894HCID 13579894, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

100 g (0.322 mole) of 4,6-dichloro-2-(3-isopropoxypropylamino)-5-methylthio-pyrimidine are dissolved in 400 ml of methanol and the solution is heated at 100° C. with 500 ml of ammonia in an autoclave for 3 hours. The undissolved residue is filtered off. After the methanol phase has been concentrated, the residue which remains is taken up in methylene chloride, the mixture is washed with water and the resulting organic phase is dried. After removal of the solvent, the resulting oil is stirred with petroleum ether. The crystals thereby obtained are filtered off with suction. 81 g (87% of theory) of the desired pyrimidine, melting point: 76° C., are obtained.

Workup

  1. filtrationThe undissolved residue is filtered off
  2. concentrationAfter the methanol phase has been concentrated
  3. washthe mixture is washed with water
  4. customthe resulting organic phase is dried
  5. customAfter removal of the solvent
  6. customThe crystals thereby obtained
  7. filtrationare filtered off with suction

Sources & evidence

ORD record
ord-d03db303ee5f401da8a76619f1139518
Source dataset
uspto-grants-1986_09
Patent number
US04614532

Reaction notes

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