Imidazole → 4-Chloro-1-[4-(4-chlorophenyl)-phenoxy]-3,3-dimethyl-1(imidazol-1-yl)-butan-2-one naphthalene-1,5-disulphonate

HRID 127241

반응식

HRID 127241 반응식
Br[CH:2]([O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1)[C:3](=[O:9])[C:4]([CH3:8])([CH3:7])[CH2:5][Cl:6].[NH:24]1[CH:28]=[CH:27][N:26]=[CH:25]1.[C:29]1([S:43]([OH:46])(=[O:45])=[O:44])[C:38]2[CH:37]=[CH:36][CH:35]=[C:34]([S:39]([OH:42])(=[O:41])=[O:40])[C:33]=2[CH:32]=[CH:31][CH:30]=1>C(#N)C.CC(C)=O>[C:29]1([S:43]([OH:46])(=[O:45])=[O:44])[C:38]2[CH:37]=[CH:36][CH:35]=[C:34]([S:39]([OH:42])(=[O:41])=[O:40])[C:33]=2[CH:32]=[CH:31][CH:30]=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]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1)[N:24]1[CH:28]=[CH:27][N:26]=[CH:25]1

참가 물질

6

반응물 3

HCID 795ImidazoleHCID 66661,5-Naphthalenedisulfonic acidHCID 20286578HCID 20286578, 화합물

생성물 1

HCID 202865944-Chloro-1-[4-(4-chlorophenyl)-phenoxy]-3,3-dimethyl-1(imidazol-1-yl)-butan-2-one naphthalene-1,5-disulphonate수율 74.6%

시약·촉매·용매 2

HCID 180Acetone용매HCID 6342Acetonitrile용매

실험 절차

20.8 g (0.05 mol) of crude 1-bromo-4-chloro-1-[4-(4-chlorophenyl)-phenoxy]-3,3-dimethyl-butan-2-one were dissolved in 120 ml of absolute acetonitrile. 12 g (0.175 mol) of imidazole were added and the mixture was heated for 40 hours under reflux. It was then concentrated by distilling off the solvent in vacuo and the residue was taken up in 300 ml of methylene chloride. The solution was washed three times with 100 ml of water at a time and was dried over sodium sulphate and again concentrated in vacuo. The residue was taken up in 100 ml of acetone and a solution of 9 g (0.038 mol) of 1,5-naphthalenedisulphonic acid in 50 ml of acetone was added. After 2 hours, the precipitate formed was filtered off and dried. 19.6 g (72% of theory) of 4-chloro-1-[4-(4-chlorophenyl)-phenoxy]-3,3-dimethyl-1(imidazol-1-yl)-butan-2-one naphthalene-1,5-disulphonate of melting point 246° C. were obtained.

후처리

  1. temperaturethe mixture was heated for 40 hours
  2. temperatureunder reflux
  3. concentrationIt was then concentrated
  4. distillationby distilling off the solvent in vacuo
  5. washThe solution was washed three times with 100 ml of water at a time
  6. dry with materialwas dried over sodium sulphate
  7. concentrationagain concentrated in vacuo
  8. customthe precipitate formed
  9. filtrationwas filtered off
  10. customdried

출처 및 근거

ORD 기록
ord-2bd6031018d24b218f83506fc1e70011
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04255434

연결된 노트

불러오는 중…