Isatoic Anhydride → 3-[3-(1H-Imidazol-1-yl)butyl]-4(3H)-quinazolinone

HRID 580470Notes

Reaction equation

HRID 580470 reaction equation
[C:1]12[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH:6][C:5](=O)[O:4][C:2]2=O.[N:13]1([CH:18]([CH3:22])[CH2:19][CH2:20][NH2:21])[CH:17]=[CH:16][N:15]=[CH:14]1>C(O)C>[N:13]1([CH:18]([CH3:22])[CH2:19][CH2:20][N:21]2[C:2](=[O:4])[C:1]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[N:6]=[CH:5]2)[CH:17]=[CH:16][N:15]=[CH:14]1

Participants

4

Reactant 2

HCID 8359Isatoic AnhydrideHCID 139528623-(1H-Imidazol-1-yl)butan-1-amine

Product 1

HCID 142329773-[3-(1H-Imidazol-1-yl)butyl]-4(3H)-quinazolinone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.25 g of isatoic anhydride, 2.78 g of 3-(1H-imidazol-1-yl)butanamine and 40 ml of ethanol was stirred at room temperature for 20 hours and concentrated. The residue and 10 ml of triethyl orthoformate were heated at 95°-115° C. for 3 hours and concentrated to obtain the desired product as an oil.

Workup

  1. concentrationconcentrated
  2. temperatureThe residue and 10 ml of triethyl orthoformate were heated at 95°-115° C. for 3 hours
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-97ec92b6b8884d02a10e2f3e06a3dc2a
Source dataset
uspto-grants-1988_06
Patent number
US04753944

Reaction notes

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