1-(1-Naphthyl)piperazine → 6-(2-(4-(1-Naphthyl)-piperazinyl)ethyl)benzothiazolone

HRID 365372

반응식

HRID 365372 반응식
Br[CH2:2][CH2:3][C:4]1[CH:13]=[CH:12][C:7]2[N:8]=[CH:9][S:10](=[O:11])[C:6]=2[CH:5]=1.[C:14]1([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1.C(=O)([O-])[O-].[Na+].[Na+]>CC(CC(C)C)=O>[C:14]1([N:24]2[CH2:29][CH2:28][N:27]([CH2:2][CH2:3][C:4]3[CH:13]=[CH:12][C:7]4[N:8]=[CH:9][S:10](=[O:11])[C:6]=4[CH:5]=3)[CH2:26][CH2:25]2)[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1

참가 물질

5

반응물 3

HCID 13421-(1-Naphthyl)piperazineHCID 10340Sodium CarbonateHCID 692279736-(2-Bromoethyl)benzothiazolone

생성물 1

HCID 692310686-(2-(4-(1-Naphthyl)-piperazinyl)ethyl)benzothiazolone

시약·촉매·용매 1

HCID 7909Methyl Isobutyl Ketone용매

실험 절차

To a 100 ml round-bottomed flask with condenser and nitrogen inlet were added 1.0 gram (3.88 mmol) of 6-(2-bromoethyl)benzothiazolone, 822 mg (3.88 mmol) N-(1-naphthyl)piperazine, 410 mg (3.88 mmol) sodium carbonate, and 50 ml methylisobutlyketone. The reaction was refluxed for 24 hours, cooled, and evaporated. The residue was taken up in ethyl acetate, washed with water and brine, dried over sodium sulfate, and evaporated. The resulting solid was treated with hot ethyl acetate to afford a white solid, m.p. 198°-220° C., 540 mg (36%).

후처리

  1. temperatureThe reaction was refluxed for 24 hours
  2. temperaturecooled
  3. customevaporated
  4. washwashed with water and brine
  5. dry with materialdried over sodium sulfate
  6. customevaporated
  7. additionThe resulting solid was treated with hot ethyl acetate
  8. customto afford a white solid, m.p. 198°-220° C., 540 mg (36%)

출처 및 근거

ORD 기록
ord-423c04872b3a492c8470d3dbbe872319
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06127373

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