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Sodium Hydroxide → HCID 178443467, 화합물

HRID 1030571
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HRID 1030571 반응식
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([SH:9])[NH:8][C:4]=2[CH:3]=1.[OH-].[Na+].[CH2:14](Cl)/[CH:15]=[C:16](/[CH2:18][CH2:19][CH:20]=[C:21]([CH3:23])[CH3:22])\[CH3:17]>CO>[Cl:1][C:2]1[CH:11]=[CH:10][C:5]2[NH:6][C:7]([S:9][CH2:14]/[CH:15]=[C:16](\[CH3:17])/[CH2:18][CH2:19][CH:20]=[C:21]([CH3:23])[CH3:22])=[N:8][C:4]=2[CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 6372219Geranyl chlorideHCID 178527787HCID 178527787, 화합물

생성물 1

HCID 178443467HCID 178443467, 화합물수율 23.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of the 5-chloro-2-mercaptobenzimidazole (0.665 g, 3.6 mmol) in methanol (10 mL) and 2N NaOH (7 mmol) was added geranyl chloride (0.775 g, 4.5 mmol). The reaction mixture was stirred at ambient temperature for 24 hours, evaporated in vacuo, dissolved in CH2Cl2, washed with water, and dried over Na2SO4. Evaporation and flash chromatography (Merck Kieselgel, CH2Cl2) gave an oil which was crystallized with pentane to yield a white solid of the title compound (270 mg). m.p. 102°-104° C. NMR (CDCl3)δ7.45-7.0(m,3H), 5.37(t, J=7 Hz,1H), 5.03(t,J=7Hz, 1H), 3.93(d,J=8 Hz,2H), 2.02(m,4H), 1.67(s,3H), 1.66(s,3H), 1.58(s,3H).

후처리

  1. customevaporated in vacuo
  2. dissolutiondissolved in CH2Cl2
  3. washwashed with water
  4. dry with materialdried over Na2SO4
  5. customEvaporation and flash chromatography (Merck Kieselgel, CH2Cl2)
  6. customgave an oil which
  7. customwas crystallized with pentane

출처 및 근거

ORD 기록
ord-01295500dae14294a14fe532383b84bd
출처 데이터셋
uspto-grants-1992_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05106863

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