1H-1,2,4-Triazole → 4-Chloro-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one naphthalene-1,5-disulphonate

HRID 127238노트

반응식

HRID 127238 반응식
Br[CH:2]([O:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)[C:3](=[O:9])[C:4]([CH3:8])([CH3:7])[CH2:5][Cl:6].[NH:18]1[CH:22]=[N:21][CH:20]=[N:19]1.[C:23]1([S:37]([OH:40])(=[O:39])=[O:38])[C:24](S(O)(=O)=O)=[CH:25][CH:26]=[C:27]2[C:32]=1[CH:31]=[CH:30][CH:29]=[CH:28]2>C(#N)C.CC(C)=O>[C:23]1([S:37]([OH:40])(=[O:38])=[O:39])[C:32]2[CH:31]=[CH:30][CH:29]=[C:28]([S:37]([OH:40])(=[O:39])=[O:38])[C:27]=2[CH:26]=[CH:25][CH:24]=1.[Cl:6][CH2:5][C:4]([CH3:8])([CH3:7])[C:3](=[O:9])[CH:2]([O:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)[N:18]1[CH:22]=[N:21][CH:20]=[N:19]1

참가 물질

6

반응물 3

HCID 92571H-1,2,4-TriazoleHCID 3015207Naphthalenedisulfonic acidHCID 202865621-Bromo-4-chloro-1-(4-chlorophenoxy)-3,3-dimethyl-butan-2-one

생성물 1

HCID 202865774-Chloro-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one naphthalene-1,5-disulphonate수율 192.6%

시약·촉매·용매 2

HCID 180Acetone용매HCID 6342Acetonitrile용매

실험 절차

268.3 g (0.79 mol) of crude 1-bromo-4-chloro-1-(4-chlorophenoxy)-3,3-dimethyl-butan-2-one were dissolved in 2 l of absolute acetonitrile. 190 g (2.7 mol) of 1,2,4-triazole were added thereto and the mixture was heated for 20 hours under reflux. It was then concentrated by distilling off the solvent in vacuo and the residue was taken up in 1,000 ml of methylene chloride. The mixture was washed three times with 250 ml of water at a time, dried over sodium sulphate and again concentrated in vacuo. The oil which remained was dissolved in 1,000 ml of acetone and a solution of 140 g (0.48 mol) of naphthalenedisulphonic acid in 500 ml of acetone was added. After 30 minutes, the resulting precipitate was filtered off. 285 g (76.6% of theory) of 4-chloro-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one naphthalene-1,5-disulphonate of melting point 245° C. (with decomposition) were obtained.

후처리

  1. temperaturethe mixture was heated for 20 hours
  2. temperatureunder reflux
  3. concentrationIt was then concentrated
  4. distillationby distilling off the solvent in vacuo
  5. washThe mixture was washed three times with 250 ml of water at a time
  6. dry with materialdried over sodium sulphate
  7. concentrationagain concentrated in vacuo
  8. dissolutionThe oil which remained was dissolved in 1,000 ml of acetone
  9. filtrationthe resulting precipitate was filtered off

출처 및 근거

ORD 기록
ord-5cb06980892b4e3e94355ccb305ed7cf
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04255434

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