Acetonitrile → HCID 86639521、化合物

HRID 1022397ノート

反応式

HRID 1022397 の反応式
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](=[CH:5][CH:6]=[C:7]([Cl:18])[CH:8]=2)[N:3]=1.C(#N)C.Cl.[CH3:23][O:24][NH2:25].C(N(CC)CC)C>O>[Cl:18][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([NH:25][O:24][CH3:23])[N:11]=[C:10]2[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

6

反応物 4

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 521874O-Methylhydroxylamine hydrochlorideHCID 16282212,6-dichloro-4-phenylquinazoline

生成物 1

HCID 86639521HCID 86639521、化合物収率 19.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of 275 mg of 2,6-dichloro-4-phenylquinazoline (compound No. Ia1-3), 10 ml of acetonitrile and 334 mg of methoxyamine hydrochloride was added dropwise 506 mg of triethylamine at room temperature to obtain a mixture. The mixture was charged in a pressure-resistant reaction vessel made of stainless steel and the reaction was carried out at 105° C. for 3.5 hours. After cooling, the reaction solution was poured into 100 ml of water. The mixture was extracted with ethyl acetate and the resultant extract was washed with water and then concentrated. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to obtain 156 mg of crude crystals. The crude crystals were recrystallized from ethyl acetate to obtain 55 mg of the titled compound. Mp.173.9° C. 1H NMR (CDCl3): 3.98 (3H, s), 7.47-7.72 (6H, m), 7.87 (1H, d, J=9.0 Hz), 7.89 (1H, d, J=2.2 Hz), 8.03 (1H, br. s).

後処理

  1. customto obtain a mixture
  2. additionThe mixture was charged in a pressure-resistant reaction vessel
  3. temperatureAfter cooling
  4. extractionThe mixture was extracted with ethyl acetate
  5. extractionthe resultant extract
  6. washwas washed with water
  7. concentrationconcentrated
  8. customThe resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1)
  9. customto obtain 156 mg of crude crystals
  10. customThe crude crystals were recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-b4cda63bc41d4228991113abf29b0927
出典データセット
uspto-grants-2014_05
特許番号
US08722580B2

反応ノート

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