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

HRID 1351222ノート

反応式

HRID 1351222 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-8aa03f54c83b40b481caf34d031831cf
出典データセット
uspto-grants-2007_05
特許番号
US07217717B2

反応ノート

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