Ethanol → HCID 21412364, compound

HRID 1076360Notes

Reaction equation

HRID 1076360 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-d283cf64b1a240738a3518ee49ef46b0
Source dataset
uspto-grants-1976_05
Patent number
US03956495

Reaction notes

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