Potassium Hydroxide → HCID 178482232, compound

HRID 964845Notes

Reaction equation

HRID 964845 reaction equation
[NH2:1][C:2]1[N+:7]([O-:8])=[C:6]([NH:9][CH3:10])[CH:5]=[C:4](Cl)[N:3]=1.[NH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1.[OH-].[K+]>C(O)C>[NH2:1][C:2]1[N+:7]([O-:8])=[C:6]([NH:9][CH3:10])[CH:5]=[C:4]([N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[N:3]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 31268PyrrolidineHCID 178482189HCID 178482189, compound

Product 1

HCID 178482232HCID 178482232, compoundYield 58.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

3.4 g of 2-amino-4-methylamino-6-chloropyrimidine 3-oxide are suspended in 70 ml of ethanol. 4.15 g of pyrrolidine are added. The reaction mixture is refluxed for 7 hours. After it has returned to room temperature, 1.30 g of potassium hydroxide are added as an 85% solution in 15 ml of ethanol. After 1 hour's stirring the mixture is filtered on paper. The filtrates are evaporated to dryness. The residue obtained is recrystallized from 50 ml of a 9/1 acetonitrile-water mixture. 2.40 g of 2-amino-4-methylamino-6-pyrrolidinopyrimidine 3-oxide are obtained.

Workup

  1. temperatureThe reaction mixture is refluxed for 7 hours
  2. customhas returned to room temperature
  3. filtrationis filtered on paper
  4. customThe filtrates are evaporated to dryness
  5. customThe residue obtained
  6. customis recrystallized from 50 ml of a 9/1 acetonitrile-water mixture

Sources & evidence

ORD record
ord-3188bbee85d74d789a98d38e50f0b7a5
Source dataset
uspto-grants-1998_06
Patent number
US05772990

Reaction notes

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