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

HRID 1463239

反応式

HRID 1463239 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 50 C. 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. customThe solid was dried in a vacuum oven at 50 C

出典と根拠

ORDレコード
ord-b09d514a2e9d4e4bacee50f4cb56d524
出典データセット
uspto-grants-1994_04
特許番号
US05300477

関連ノート

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