4(3H)-Quinazolinone, 3-amino-2-hydrazino- → 3-Amino-2-[(4-hydroxybutyl)amino]-4(3H)-quinazolinone

HRID 1702976Notes

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]

Participants

3

Reactant 1

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

Product 1

HCID 129441293-Amino-2-[(4-hydroxybutyl)amino]-4(3H)-quinazolinoneYield 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

  1. distillationthe majority of the 4-aminobutanol was then distilled off under vacuum
  2. additionThe residue was diluted with water
  3. customto crystallize the product
  4. filtrationThe mixture was filtered
  5. washthe recovered product was washed
  6. customdried

Sources & evidence

ORD record
ord-07af5b9f35ab44a8b67e8e3dfb7b95c0
Source dataset
uspto-grants-1982_09
Patent number
US04350695

Reaction notes

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