1,3-Dimethyl-2-imidazolidinone → 2-Chloro-6-nitro-4-pentylaminoquinazoline

HRID 1250576

反応式

HRID 1250576 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=O)[NH:8][C:7]2=O)([O-:3])=[O:2].CN1[CH2:21][CH2:20][N:19](C)C1=O.P(Cl)(Cl)([Cl:26])=O.[CH2:29](N)[CH2:30][CH3:31]>O>[Cl:26][C:9]1[N:8]=[C:7]([NH:19][CH2:20][CH2:21][CH2:29][CH2:30][CH3:31])[C:6]2[C:11](=[CH:12][CH:13]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[N:10]=1

参加物

6

反応物 4

HCID 66611,3-Dimethyl-2-imidazolidinoneHCID 7852PropylamineHCID 24813Phosphorus oxychlorideHCID 8169826-Nitro-2,4(1H,3H)-quinazolinedione

生成物 1

HCID 183263912-Chloro-6-nitro-4-pentylaminoquinazoline収率 70.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 400 mg (1.93 mmol) of 6-nitroquinazoline-2,4 (1H,3H)-dione were added 1 ml of 1,3-dimethyl-2-imidazolidinone and 6.58 g (42.91 mmol) of phosphorus oxychloride, and the resulting mixture was subjected to heating under reflux for 3 hours. After phosphorus oxychloride was removed in vacuo, the mixture was dissolved in 4 ml of acetonitrile, followed by addition of 5.60 ml (48.25 mmol) of propylamine and stirring under ice cooling for 30 minutes. To the reaction solution was added water, followed by extraction with ethyl acetate, washing with brine and drying over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a silica gel column to give 342 mg (yield: 70.1%) of the title compound.

後処理

  1. temperatureto heating
  2. temperatureunder reflux for 3 hours
  3. customAfter phosphorus oxychloride was removed in vacuo
  4. dissolutionthe mixture was dissolved in 4 ml of acetonitrile
  5. extractionfollowed by extraction with ethyl acetate
  6. washwashing with brine
  7. dry with materialdrying over anhydrous sodium sulfate
  8. distillationAfter the solvent was distilled off
  9. customthe residue was purified by a silica gel column

出典と根拠

ORDレコード
ord-0462c276a4144fca94d466f1c3282fd4
出典データセット
uspto-grants-2002_01
特許番号
US06339089B2

関連ノート

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