Acetic Acid → HCID 18961898, compound

HRID 1197449Notes

Reaction equation

HRID 1197449 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]1[NH:12][C:13]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][CH:17]=1)=[O:14].C(O)C.C(O)(=O)C>CC(C)=O.CO.[Pd]>[NH2:22][C:19]1[CH:20]=[CH:21][C:16]([NH:15][C:13]([NH:12][N:3]2[C:2](=[O:1])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[CH:4]2)=[O:14])=[CH:17][CH:18]=1

Participants

7

Reactant 3

HCID 176Acetic AcidHCID 702EthanolHCID 18961883HCID 18961883, compound

Product 1

HCID 18961898HCID 18961898, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 180AcetoneSolventHCID 887MethanolSolvent

Procedure

5% Pd/C (0.5 g) is added to a mixture of 1-(3,4-dihydro-4-oxo-3-quinazolinyl)-3-(p-nitrophenyl)urea (1.32 g, 4.06 mmol), ethanol (50 mL) and acetic acid (5 mL). The reaction mixture is placed on a Parr hydrogenator at 50 psi H2 for 3 hours, diluted with acetone and filtered. The filtrate is concentrated in vacuo to obtain a brown oil. The oil is dissolved in methanol, decolorized with activated carbon and concentrated in vacuo to give the title product as a tan solid, 0.9 g, mp >305° C.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate is concentrated in vacuo
  3. customto obtain a brown oil
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8e94131a6d8d426ba20e3b062e9aaeb0
Source dataset
uspto-grants-1994_01
Patent number
US05276038

Reaction notes

Loading…