Ammonia → HCID 68662367, compound

HRID 1022407Notes

Reaction equation

HRID 1022407 reaction equation
Cl[C:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]2[C:4](=[C:5]([Cl:19])[CH:6]=[C:7]([Cl:18])[CH:8]=2)[N:3]=1.N.C(#[N:23])C>O>[NH2:23][C:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]2[C:4](=[C:5]([Cl:19])[CH:6]=[C:7]([Cl:18])[CH:8]=2)[N:3]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 6342AcetonitrileHCID 86639520HCID 86639520, compound

Product 1

HCID 68662367HCID 68662367, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 300 mg of 2,6,8-trichloro-4-phenylquinazoline (compound No. II-5), 30 g of an aqueous 28% ammonia solution and 6 ml of acetonitrile was reacted in a pressure-resistant reaction vessel at 105° C. for 1.5 hours. The resulting reaction solution was cooled and then poured into 100 ml of water. The mixture was extracted with 60 ml of ethyl acetate and the resultant extract was concentrated. The resulting residue was purified by silica gel column chromatography (chloroform) to obtain 230 mg of the titled compound. Mp. 212.7° C. 1H NMR (CDCl3): 5.56 (2H, br. s), 7.54-7.60 (3H, m), 7.63-7.68 (2H, m), 7.74 (1H, d, J=2.3 Hz), 7.79 (1H, d, J=2.3 Hz).

Workup

  1. customThe resulting reaction solution
  2. temperaturewas cooled
  3. extractionThe mixture was extracted with 60 ml of ethyl acetate
  4. extractionthe resultant extract
  5. concentrationwas concentrated
  6. customThe resulting residue was purified by silica gel column chromatography (chloroform)

Sources & evidence

ORD record
ord-a4f62332f6794371b333a53dd50f65ea
Source dataset
uspto-grants-2014_05
Patent number
US08722580B2

Reaction notes

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