Chlorosuccinimide → 5-chloro-6-ethyl-2-phenyl-4(3H)-pyrimidinone

HRID 1449

反応式

HRID 1449 の反応式
[CH2:1]([C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[NH:6][C:5](=[O:15])[CH:4]=1)[CH3:2].[Cl:16]N1C(=O)CCC1=O>C(O)(=O)C>[Cl:16][C:4]1[C:5](=[O:15])[NH:6][C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:8][C:3]=1[CH2:1][CH3:2]

参加物

4

反応物 2

HCID 31398ChlorosuccinimideHCID 1356298226-Ethyl-2-phenylpyrimidin-4(1H)-one

生成物 1

HCID 1358375365-chloro-6-ethyl-2-phenyl-4(3H)-pyrimidinone収率 87.1%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A stirred solution of 7.81 g (39.1 mmol) of 6-ethyl-2-phenyl-4(3H)-pyrimidinone and 5.80 g (43.4 mmol) of N-chlorosuccinimide in 100 mL of glacial acetic acid was heated at 90° C. for 4 h. The mixture was cooled, poured onto crushed ice and allowed to stand until the ice had melted. The mixture was filtered and the solid collected was washed with water and a little ether. The solid was dried in a vacuum oven at 50C to afford 7.99 g of 5-chloro-6-ethyl-2-phenyl-4(3H)-pyrimidinone (an intermediate for compound 172) as a white solid. 1H-NMR (d6-DMSO) 1.30(3H,t), 2.8(2H,q), 7.6(3H,m), 8.2(2H.m).

後処理

  1. temperatureThe mixture was cooled
  2. additionpoured
  3. customonto crushed ice
  4. filtrationThe mixture was filtered
  5. customthe solid collected
  6. washwas washed with water
  7. dry with materialThe solid was dried in a vacuum oven at 50C

出典と根拠

ORDレコード
ord-475d4575be964743a02cc9754560986f
出典データセット
uspto-grants-1998_03
特許番号
US05726124

関連ノート

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