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

HRID 342751

반응식

HRID 342751 반응식
[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

참가 물질

6

반응물 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 24526ChlorineHCID 32154Propyzamide

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7e48731b5faa412bb76f3d3a5fb479b4
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05859063

연결된 노트

불러오는 중…