Pyrrolidine → HCID 67521418, compound

HRID 1924416Notes

Reaction equation

HRID 1924416 reaction equation
[NH2:1][N:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]1=S.[NH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1>O>[NH2:1][N:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[C:3]1[N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 7263833-Amino-2-mercapto-3H-quinazolin-4-one

Product 1

HCID 67521418HCID 67521418, compoundYield 75.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

3-Amino-2-thioxo-2,3-dihydro-1H-quinazolin-4-one (0.200 g, 1.04 mmol) was dissolved in pyrrolidine (0.850 mL, 10.4 mmol) and the mixture was heated at 150° C. for 20 minutes under microwave conditions. After cooling the mixture was diluted with water and extracted with EtOAc. The combined organics were washed with water and brine, dried (Na2SO4) and evaporated in vacuo to give the title compound (0.180 g, 75%).

Workup

  1. temperatureAfter cooling the mixture
  2. extractionextracted with EtOAc
  3. washThe combined organics were washed with water and brine
  4. dry with materialdried (Na2SO4)
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-a09c0931929f47f3b818a371e46aaee3
Source dataset
uspto-grants-2012_05
Patent number
US08178544B2

Reaction notes

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