Ethanol → HCID 21412364, compound

HRID 2071759Notes

Reaction equation

HRID 2071759 reaction equation
[Cl:1][C:2]1[N:11]=[C:10]([NH2:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH3:13][N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.C(O)C.[OH-].[Na+]>O>[ClH:1].[CH3:13][N:14]1[CH2:19][CH2:18][N:17]([C:2]2[N:11]=[C:10]([NH2:12])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)[CH2:16][CH2:15]1

Participants

6

Reactant 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 531671-MethylpiperazineHCID 2528792-Chloroquinazolin-4-amine

Product 1

HCID 21412364HCID 21412364, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5 g of 2-chloro-4-aminoquinazoline, 5 ml of 4-methylpiperazine, and 10 ml of ethanol was heated at reflux overnight. The reaction mixture was diluted with 200 ml of water, made alkaline with 15 ml of 50 percent sodium hydroxide solution, and extracted with 500 ml of ether. The ether extract was washed with water, dried over anhydrous sodium sulfate, and filtered. The ether was removed by evaporation. The residue was dissolved in 500 ml of dry ether and treated with excess hydrogen chloride. Filtration afforded 1.5 g of 2-(4-methylpiperazinyl)-4-aminoquinazoline hydrochloride; m.p. 333°-334° with decomposition. The following analytical data were obtained:

Workup

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. extractionextracted with 500 ml of ether
  4. extractionThe ether extract
  5. washwas washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. customThe ether was removed by evaporation
  9. dissolutionThe residue was dissolved in 500 ml of dry ether
  10. additiontreated with excess hydrogen chloride
  11. filtrationFiltration

Sources & evidence

ORD record
ord-1dbbccfc00a44dbdaedfa626f1ec6aca
Source dataset
uspto-grants-1977_09
Patent number
US04048312

Reaction notes

Loading…