Benzyl Bromide → 1-Benzyl-3-(1,3-dithiol-2-ylidene)-2,4-dioxopiperidine

HRID 977947노트

반응식

HRID 977947 반응식
[H-].[Na+].[S:3]1[CH:7]=[CH:6][S:5][C:4]1=[C:8]1[C:13](=[O:14])[CH2:12][CH2:11][NH:10][C:9]1=[O:15].[CH2:16](Br)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CN(C)C=O>[CH2:16]([N:10]1[CH2:11][CH2:12][C:13](=[O:14])[C:8](=[C:4]2[S:5][CH:6]=[CH:7][S:3]2)[C:9]1=[O:15])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 136065623-(1,3-Dithiol-2-ylidene)-2,4-dioxopiperidine

생성물 1

HCID 136065591-Benzyl-3-(1,3-dithiol-2-ylidene)-2,4-dioxopiperidine수율 62%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

Sodium hydride (60% dispersion in oil) (47 mg) is suspended in N,N-dimethylformamide (2 ml), and to the suspension is added dropwise a solution of 3-(1,3-dithiol-2-ylidene)-2,4-dioxopiperidine (200 mg) in N,N-dimethylformamide (16 ml). The mixture is stirred for 10 minutes and thereto is added benzyl bromide (0.12 ml), and the mixture is further stirred for 1 hour. After the reaction, the reaction mixture is distilled to remove the solvent under reduced pressure and the residue is dissolved in chloroform. The chloroform solution is washed with an aqueous saturated sodium chloride solution, dried and then distilled to remove the solvent. The residue is recrystallized from isopropyl alcohol to give 1-benzyl-3-(1,3-dithiol-2-ylidene)-2,4-dioxopiperidine (176 mg, 62%) as pale yellow needles. m.p. 122°-124° C.

후처리

  1. stirringthe mixture is further stirred for 1 hour
  2. customAfter the reaction
  3. distillationthe reaction mixture is distilled
  4. customto remove the solvent under reduced pressure
  5. dissolutionthe residue is dissolved in chloroform
  6. washThe chloroform solution is washed with an aqueous saturated sodium chloride solution
  7. customdried
  8. distillationdistilled
  9. customto remove the solvent
  10. customThe residue is recrystallized from isopropyl alcohol

출처 및 근거

ORD 기록
ord-6b1b8a3f5a2f4561ab3fb83a0b95aabd
출처 데이터셋
uspto-grants-1987_05
특허 번호
US04663319

반응 노트

불러오는 중…