Pyridine → 2-(3',5'-Dichlorophenyl)-4,4-dimethyl-5-chloro-5-dichloromethyloxazoline

HRID 620930

反応式

HRID 620930 の反応式
[CH3:1][C:2]([NH:6][C:7](=[O:16])[C:8]1[CH:13]=[C:12]([Cl:14])[CH:11]=[C:10]([Cl:15])[CH:9]=1)([CH3:5])[C:3]#C.[Cl:17]Cl.N1C=CC=CC=1.[CH2:25]([Cl:27])[Cl:26]>CCOCC>[Cl:15][C:10]1[CH:9]=[C:8]([C:7]2[O:16][C:1]([Cl:17])([CH:25]([Cl:27])[Cl:26])[C:2]([CH3:5])([CH3:3])[N:6]=2)[CH:13]=[C:12]([Cl:14])[CH:11]=1

参加物

6

反応物 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 24526ChlorineHCID 32154Propyzamide

生成物 1

HCID 544601542-(3',5'-Dichlorophenyl)-4,4-dimethyl-5-chloro-5-dichloromethyloxazoline

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

N-(1',1'-dimethylpropynyl)-3,5-dichlorobenzamide (25 gm, 0.096 m) was dissolved in methylene chloride (300 ml) and excess chlorine (2.5-3 equivalents) was bubbled through this solution at room temperature. After the starting material had disappeared (as indicated by thin layer chromatography, TLC), this solution was washed with aqueous sodium sulfite and the solvent was removed. The white solid obtained was slurried in ether (250 ml) and pyridine (8.0 gm) was added. The mixture was stirred for about 1 hour and then filtered to remove solids. The mother liquor was washed sequentially with cold 1% hydrochloric acid (25 ml), sodium bicarbonate (50 ml), water and brine. The solvent was removed after drying over magnesium sulfate and 28 gm of 2-(3',5'-dichlorophenyl)-4,4-dimethyl-5-chloro-5-dichloromethyloxazoline was obtained.

後処理

  1. washthis solution was washed with aqueous sodium sulfite
  2. customthe solvent was removed
  3. customThe white solid obtained
  4. filtrationfiltered
  5. customto remove solids
  6. washThe mother liquor was washed sequentially with cold 1% hydrochloric acid (25 ml), sodium bicarbonate (50 ml), water and brine
  7. customThe solvent was removed
  8. dry with materialafter drying over magnesium sulfate

出典と根拠

ORDレコード
ord-58ef2b978ca242dbbcb00ae963c4ff57
出典データセット
uspto-grants-1989_04
特許番号
US04822902

関連ノート

読み込み中…