Ammonia → N-(10)-Ethylquinazoline

HRID 1804639Notes

Reaction equation

HRID 1804639 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][C:10](=O)[CH2:11][CH3:12])=O.[NH3:14].CO>>[CH2:11]([C:10]1[N:14]=[CH:1][C:3]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:9]=1)[CH3:12]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 887MethanolHCID 220743032-(Propanoylamino)benzaldehyde

Product 1

HCID 3080902N-(10)-EthylquinazolineYield 100%

Conditions

Temperature
80 °C

Procedure

A mixture of the title compound from Step A (1.4 g, 7.9 mmol) and 2M ammonia in methanol (40 ml, 80 mmol) was heated at 80° C. in a flask stoppered with a septa and vented with a 21 gauge needle, overnight. The mixture was cooled and evaporated to afford the title compound 1.39 g (100%). 1H NMR (CDCl3): 1.50 (t, J 7.6 Hz, 3H), 3.19 (q, J 7.6 Hz, 2H), 7.60 (d, J 7.4 Hz, 1H), 7.90 (m, 2H), 7.99 (d, J 8.5 Hz, 1H), 9.37 (d, J 8.5 Hz, 1H).

Workup

  1. customvented with a 21 gauge needle, overnight
  2. temperatureThe mixture was cooled
  3. customevaporated

Sources & evidence

ORD record
ord-79e68e10f51c40a6aefe8910bf567923
Source dataset
uspto-grants-2013_01
Patent number
US08354403B2

Reaction notes

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