Water → HCID 68661314, 화합물

HRID 1022398노트

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HRID 1022398 반응식
[SH:1][CH2:2][CH2:3][OH:4].[H-].[Na+].Cl[C:8]1[N:17]=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([Cl:24])[CH:14]=2)[N:9]=1.O>CN(C=O)C>[Cl:24][C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([S:1][CH2:2][CH2:3][OH:4])[N:17]=[C:16]2[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 15672-MercaptoethanolHCID 24758Sodium hydrideHCID 16282212,6-dichloro-4-phenylquinazoline

생성물 1

HCID 68661314HCID 68661314, 화합물수율 84%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 86 mg of 2-mercaptoethanol in DMF (7.5 ml) was added 44 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 stirring at room temperature for 2 hours. The reaction solution was poured into 100 ml of water and extracted with ethyl acetate. The resultant extract was concentrated. The resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:5) to obtain 266 mg of the titled compound. Mp.124.4° C. 1H NMR (CDCl3): 3.50 (2H, t, J=5.5 Hz), 3.64 (1H, br. t), 4.07 (2H, q-like, J=5.5 Hz), 7.57-7.61 (3H, m), 7.71-7.74 (2H, m), 7.77 (1H, dd, J=8.9, 2.3 Hz), 7.85 (1H, d, J=8.9 Hz), 7.97 (1H, d, J=2.3 Hz).

후처리

  1. stirringby stirring at room temperature for 2 hours
  2. extractionextracted with ethyl acetate
  3. extractionThe resultant extract
  4. concentrationwas concentrated
  5. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:5)

출처 및 근거

ORD 기록
ord-fc8db45f6e8040259ba780bed449892f
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722580B2

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