Ozone → 7,8-dimethoxy-4-(4-chloro-phenyl)-5,6-dihydro-4H-1,3,4-triaza-phenalen-5-ol

HRID 1351222노트

반응식

HRID 1351222 반응식
[CH2:1]([C:4]1[C:13]([O:14][CH3:15])=[C:12]([O:16][CH3:17])[CH:11]=[C:10]2[C:5]=1[C:6]([NH:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1)=[N:7][CH:8]=[N:9]2)[CH:2]=C.[O:26]=[O+][O-]>CO>[CH3:15][O:14][C:13]1[C:12]([O:16][CH3:17])=[CH:11][C:10]2=[C:5]3[C:4]=1[CH2:1][CH:2]([OH:26])[N:18]([C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1)[C:6]3=[N:7][CH:8]=[N:9]2

참가 물질

4

반응물 2

HCID 24823OzoneHCID 11245215(5-Allyl-6,7-dimethoxy-quinazolin-4-yl)-(4-chloro-phenyl)-amine

생성물 1

HCID 210984057,8-dimethoxy-4-(4-chloro-phenyl)-5,6-dihydro-4H-1,3,4-triaza-phenalen-5-ol

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of (5-allyl-6,7-dimethoxy-quinazolin-4-yl)-(4-chloro-phenyl)-amine (0.14 g, 0.39 mmol) (from Example 16, Step E, supra), in methanol (50 mL) at −78° C. was passed a continuous stream of O3 until the color of the solution became blue. The reaction solution was then purged with argon, and methyl sulfide (5 mL) (Aldrich) was added. The reaction mixture was slowly warmed to room temperature and stirred overnight. The solution was concentrated, the residue was dried in vacuo to give the desired 7,8-dimethoxy-4-(4-chloro-phenyl)-5,6-dihydro-4H-1,3,4-triaza-phenalen-5-ol as a crude yellow solid. (Yield 0.14 g, 100%).

후처리

  1. customat −78° C.
  2. customThe reaction solution was then purged with argon, and methyl sulfide (5 mL) (Aldrich)
  3. additionwas added
  4. concentrationThe solution was concentrated
  5. customthe residue was dried in vacuo

출처 및 근거

ORD 기록
ord-8aa03f54c83b40b481caf34d031831cf
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07217717B2

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