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

HRID 620930

反应方程式

HRID 620930 反应方程式
[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

参与物

6

反应物 4

HCID 1049吡啶HCID 6344二氯甲烷HCID 245262,6-二氯-4-硝基苯胺HCID 32154戊炔草胺

产物 1

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

试剂、催化剂与溶剂 1

HCID 3283乙醚溶剂

实验过程

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.

后处理

  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

来源与证据

ORD记录
ord-58ef2b978ca242dbbcb00ae963c4ff57
来源数据集
uspto-grants-1989_04
专利号
US04822902

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