Formamide → HCID 86639522、化合物

HRID 1022399ノート

反応式

HRID 1022399 の反応式
[CH:1]([NH2:3])=[O:2].[H-].[Na+].Cl[C:7]1[N:16]=[C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([Cl:23])[CH:13]=2)[N:8]=1.O>CN(C=O)C>[Cl:23][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:3][CH:1]=[O:2])[N:16]=[C:15]2[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

6

反応物 4

HCID 713FormamideHCID 962WaterHCID 24758Sodium hydrideHCID 16282212,6-dichloro-4-phenylquinazoline

生成物 1

HCID 86639522HCID 86639522、化合物収率 22.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 54 mg of dry formamide in DMF (5 ml) was added 48 mg of sodium hydride (60%), followed by stirring at room temperature for 30 minutes. To the reaction mixture was added 275 mg of 2,6-dichloro-4-phenylquinazoline (compound No. Ia1-3), followed by warming to 85° C. and further stirring for 3 hours. The resulting reaction solution was poured into 100 ml of water and extracted with ethyl acetate. The extract was concentrated. The resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:3) to obtain 64 mg of the titled compound. Mp.252.1° C. 1H NMR: 7.59-7.66 (3H, m), 7.72-7.81 (3H, m), 7.88 (1H, d, J=8.8 Hz), 8.02 (1H, d, J=2.0 Hz), 8.37 (1H, br. d, J=10.4 Hz), 9.71 (1H, d, J=10.4 Hz).

後処理

  1. temperatureby warming to 85° C.
  2. stirringfurther stirring for 3 hours
  3. customThe resulting reaction solution
  4. extractionextracted with ethyl acetate
  5. concentrationThe extract was concentrated
  6. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:3)

出典と根拠

ORDレコード
ord-123331fd33d1444195bd83ea4cc0fd61
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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