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4(3H)-Quinazolinone, 3-amino-2-hydrazino- → 3-amino-2-(4-hydroxybutylamino)-quinazolin-4(3H)-one

HRID 1702976
Notes
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Reaction equation

HRID 1702976 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)[N:4]=[C:3]1[NH:13]N>NCCCCO>[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[NH:13][CH2:8][CH2:9][CH2:10][CH2:11][OH:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 640574(3H)-Quinazolinone, 3-amino-2-hydrazino-

Product 1

HCID 129441293-amino-2-(4-hydroxybutylamino)-quinazolin-4(3H)-oneYield 116%

Reagents, catalysts & solvents 1

HCID 258684-Amino-1-butanolSolvent

Procedure

16 g of 3-amino-2-hydrazinoquinazolin-4(3H)-one were stirred in 48 ml of 4-aminobutanol at 160° C. for 3 days and the majority of the 4-aminobutanol was then distilled off under vacuum. The residue was diluted with water and the mixture was seeded and stored at 0° C. overnight to crystallize the product. The mixture was filtered and the recovered product was washed and dried to obtain 12.05 g of 3-amino-2-(4-hydroxybutylamino)-quinazolin-4(3H)-one.

Workup

  • distillationthe majority of the 4-aminobutanol was then distilled off under vacuum
  • additionThe residue was diluted with water
  • customto crystallize the product
  • filtrationThe mixture was filtered
  • washthe recovered product was washed
  • customdried
  • Sources & evidence

    ORD record
    ord-07af5b9f35ab44a8b67e8e3dfb7b95c0
    Source dataset
    uspto-grants-1982_09
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04350695

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes