Sodium Iodide → HCID 490090、化合物

HRID 1197861ノート

反応式

HRID 1197861 の反応式
[Cl:1][C:2]1[S:3][C:4]([C:7](=[O:13])[CH2:8][CH2:9][CH2:10][CH2:11]Cl)=[CH:5][CH:6]=1.[I-].[Na+].[OH:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[O:24][CH2:25][CH2:26][N:27]=2)=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Cl:1][C:2]1[S:3][C:4]([C:7](=[O:13])[CH2:8][CH2:9][CH2:10][CH2:11][O:16][C:17]2[CH:18]=[CH:19][C:20]([C:23]3[O:24][CH2:25][CH2:26][N:27]=3)=[CH:21][CH:22]=2)=[CH:5][CH:6]=1

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 101287Phenol oxazolineHCID 103992482-Chloro-5-(5-chloropentanoyl)thiophene

生成物 1

HCID 490090HCID 490090、化合物収率 97%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture consisting of 2-chloro-5-(5-chloropentanoyl)thiophene (3c) (2.13 g, 0.009 mol), sodium iodide (1.1 g, 0.0073 mol), 2-(4-hydroxyphenyl)-4,5-dihydro-oxazole (1.99 g, 0.010 mol), and anhydrous potassium carbonate (5.2 g, 0.045 mol) in acetonitrile (50 ml) was refluxed for 48 hrs., cooled and filtered. The resulting solution was deprived of the solvent and the residue was taken up with ethyl acetate (100 ml). After washing with water and subsequent drying on anydrous sodium sulfate the solution was evaporated to dryness. The resulting solid was crystallized via benzene:cyclohexane (1:1) to give pure 4c (3.17 g; 97%). M.p. 143°-144° C. Anal. (C18H18ClNO3S).

後処理

  1. temperaturewas refluxed for 48 hrs
  2. temperature, cooled
  3. filtrationfiltered
  4. washAfter washing with water
  5. dry with materialsubsequent drying on anydrous sodium sulfate the solution
  6. customwas evaporated to dryness
  7. customThe resulting solid was crystallized via benzene:cyclohexane (1:1)

出典と根拠

ORDレコード
ord-a13de92e1d1b4789889637993b7a0572
出典データセット
uspto-grants-1994_01
特許番号
US05278184

反応ノート

読み込み中…