Dichloromethane → Tienocarbine

HRID 647928노트

반응식

HRID 647928 반응식
Cl.[NH:2]([C:4]1[CH:5]=[CH:6][C:7]2[S:11][CH:10]=[C:9]([CH3:12])[C:8]=2[CH:13]=1)N.C(Cl)Cl.[CH3:17][N:18]1[CH2:23][CH2:22][C:21](=O)[CH2:20][CH2:19]1.[OH-].[Na+]>O>[CH3:12][C:9]1[C:8]2=[C:13]3[C:4](=[CH:5][CH:6]=[C:7]2[S:11][CH:10]=1)[NH:2][C:21]1[CH2:22][CH2:23][N:18]([CH3:17])[CH2:19][C:20]3=1

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 740491-Methyl-4-piperidoneHCID 204843225-Hydrazino-3-methylbenzothiophene hydrochloride

생성물 1

HCID 71140Tienocarbine

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
200 °C

실험 절차

15,75 g of 5-hydrazino-3-methylbenzothiophene hydrochloride are suspended in 500 ml of water, a layer of methylene chloride is introduced under the suspension and 10.5 g of 1-methyl-4-piperidone are added at about 0° C. The mixture is then adjusted to pH 9.5 with N NaOH and is stirred for 30 minutes. The organic phase is separated off and washed with saturated NaCl solution, dried and mixed with 500 ml of ethylene glycol and the methylene chloride is distilled off under a vacuum of 12 mm. Some of the glycol is then distilled off under 0.01 mm and at 100° C. and the concentrated solution is heated to 200° C. (bath temperature) in an N2 atmosphere for 1/2 hour. The crystals which precipitate on cooling the mixture are filtered off, washed and recrystallised from ethyl acetate. Melting point: 224°-227° C.

후처리

  1. additionare added at about 0° C
  2. customThe organic phase is separated off
  3. washwashed with saturated NaCl solution
  4. customdried
  5. additionmixed with 500 ml of ethylene glycol
  6. distillationthe methylene chloride is distilled off under a vacuum of 12 mm
  7. distillationSome of the glycol is then distilled off under 0.01 mm and at 100° C.
  8. customThe crystals which precipitate
  9. temperatureon cooling the mixture
  10. filtrationare filtered off
  11. washwashed
  12. customrecrystallised from ethyl acetate

출처 및 근거

ORD 기록
ord-2b59b9bdaff6450eba2b60dd4df3d5a4
출처 데이터셋
uspto-grants-1983_10
특허 번호
US04410536

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