5-iodo-6-phenoxy-2-phenyl-4(3H)-pyrimidinone → 6-phenoxy-2-phenyl-4(3H)-pyrimidinone

HRID 1450

反応式

HRID 1450 の反応式
I[C:2]1[C:3](=[O:21])[NH:4][C:5]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[N:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>[Zn].C(O)(=O)C>[O:8]([C:7]1[N:6]=[C:5]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[NH:4][C:3](=[O:21])[CH:2]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

参加物

4

反応物 1

HCID 131858385-iodo-6-phenoxy-2-phenyl-4(3H)-pyrimidinone

生成物 1

HCID 131858416-phenoxy-2-phenyl-4(3H)-pyrimidinone収率 125.6%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒3 回HCID 176Acetic Acid溶媒

実験手順

A mixture of 7.07 g (18.1 mmol) of crude 5-iodo-6-phenoxy-2-phenyl-4(3H)-pyrimidinone, 2.02 g (31.1 mmol) of zinc dust and 25 mL of glacial acetic acid was heated to reflux. After 15 min an additional 2.06 g (31.7 mmol) of zinc dust was added, followed 15 min later by a further 2.04 g (31.4 mmol) of zinc dust. The mixture was maintained at reflux for 2 h, cooled and filtered to remove unreacted zinc. The filtrate was rotovaped to leave a semi-solid which was triturated with 75 mL of boiling water to afford 6.01 g (57% from 4,6-dihydroxy-2-phenylpyrimidine) of 6-phenoxy-2-phenyl-4(3H)-pyrimidinone as a yellow solid. 1H-NMR (d6-DMSO) δ 5.5(1H,s), 7.1-7.5(8H), 8.1(2H).

後処理

  1. temperaturewas heated to reflux
  2. temperatureThe mixture was maintained
  3. temperatureat reflux for 2 h
  4. temperaturecooled
  5. filtrationfiltered
  6. customto remove unreacted zinc
  7. customto leave a semi-solid which
  8. customwas triturated with 75 mL of boiling water

出典と根拠

ORDレコード
ord-d6194f9ae43e4fbd94964245b6b3d3e4
出典データセット
uspto-grants-1998_03
特許番号
US05726124

関連ノート

読み込み中…