Water → HCID 839770, compound

HRID 1076355Notes

Reaction equation

HRID 1076355 reaction equation
Cl[C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1.O>O1CCCC1>[N:13]1([C:2]2[N:11]=[C:10]([N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)[CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

5

Reactant 3

HCID 962WaterHCID 31268PyrrolidineHCID 2528862,4-Dichloroquinazoline

Product 1

HCID 839770HCID 839770, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ten grams of 2,4-dichloroquinazoline was added carefully to a solution of 25 ml of pyrrolidine in 200 ml of tetrahydrofuran. The resulting mixture was heated at reflux overnight and then was poured into a mixture of ice and water. The resulting mixture was extracted several times with ether. The ether extracts were combined and washed with water. The ether phase then was dried over anhydrous sodium sulfate. The solvent was removed by distillation and the residue was recrystallized from a 1:1 benzene:hexane mixture to give 10.1 g of 2,4-bispyrrolidinylquinazoline; m.p. 127°-129°. The following analytical data were obtained:

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux overnight
  3. extractionThe resulting mixture was extracted several times with ether
  4. washwashed with water
  5. dry with materialThe ether phase then was dried over anhydrous sodium sulfate
  6. customThe solvent was removed by distillation
  7. customthe residue was recrystallized from a 1:1 benzene

Sources & evidence

ORD record
ord-a5401a0c98174433a795e85e88baa321
Source dataset
uspto-grants-1976_05
Patent number
US03956495

Reaction notes

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