1-Allylpiperazine → HCID 135804944, compound

HRID 2352510Notes

Reaction equation

HRID 2352510 reaction equation
[CH2:1]([N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)[CH:2]=[CH2:3].C(S[C:13]1[NH:22][C:21](=[O:23])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]=1)C>C(OCC)(=O)C>[CH2:1]([N:4]1[CH2:9][CH2:8][N:7]([C:13]2[NH:22][C:21](=[O:23])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]=2)[CH2:6][CH2:5]1)[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 8064221-AllylpiperazineHCID 1354359744(3H)-Quinazolinone, 2-(ethylthio)-

Product 1

HCID 135804944HCID 135804944, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

N-allylpiperazine (37 g) was added to 30 g of 2-ethylthio-4(3H)-quinazolinone [J. Med. Chem., 11, 392 (1968)], and the mixture was stirred at 140° to 160° C. for 5 hours in a stream of nitrogen. After cooling, the reaction mixture was suspended in ethyl acetate and filtered. The resulting crude crystals were recrystallized from ethanol/ethyl acetate to give 35 g of 2-(4-allyl-l-piperazinyl)-4(3H)-quinazolinone.

Workup

  1. temperatureAfter cooling
  2. filtrationfiltered
  3. customThe resulting crude crystals were recrystallized from ethanol/ethyl acetate

Sources & evidence

ORD record
ord-27f8f9715306424588bc18569fe4914b
Source dataset
uspto-grants-1989_10
Patent number
US04877790

Reaction notes

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