Sodium Hydroxide → 6-[(4,5-Dimethoxy-2-pyridyl)methylthio]-5H-[1,3]-dioxolo[4,5-f]benzimidazole

HRID 845521노트

반응식

HRID 845521 반응식
[O:1]1[C:13]2[C:4](=[CH:5][C:6]3[NH:10][C:9]([SH:11])=[N:8][C:7]=3[CH:12]=2)[O:3][CH2:2]1.[Cl-].Cl[CH2:16][C:17]1[CH:22]=[C:21]([O:23][CH3:24])[C:20]([O:25][CH3:26])=[CH:19][NH+:18]=1.[OH-].[Na+]>C(O)C.O>[CH3:24][O:23][C:21]1[C:20]([O:25][CH3:26])=[CH:19][N:18]=[C:17]([CH2:16][S:11][C:9]2[NH:10][C:6]3[CH:5]=[C:4]4[O:3][CH2:2][O:1][C:13]4=[CH:12][C:7]=3[N:8]=2)[CH:22]=1

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 201313622-Chloromethyl-4,5-dimethoxypyridinium chlorideHCID 178527753HCID 178527753, 화합물

생성물 1

HCID 201313026-[(4,5-Dimethoxy-2-pyridyl)methylthio]-5H-[1,3]-dioxolo[4,5-f]benzimidazole

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A brownish solid is obtained by the procedure described in Example 13 by reaction of 0.85 g of 5H-[1,3]-dioxolo[4,5-f]-benzimidazole-6-thiol with 0.98 g of 2-chloromethyl-4,5-dimethoxypyridinium chloride in 10 ml of ethanol and 10 ml of water, with the addition of 8.5 ml of 1N sodium hydroxide solution, after a reaction time of 20 hours and after concentration, by removing the solvent in vacuo, to a volume of 10 ml. The crude product is dissolved in 30 ml of methylene chloride, the solution is clarified with fuller's earth (for example, Tonsil®), and concentrated. The residue is crystallized by addition of diisopropyl ether and the now pale yellow solid is boiled up in 5 ml of methanol. 0.90 g (60% of theory) of the title compound is obtained as a colorless solid of m.p. 198°-200° C.

후처리

  1. customA brownish solid is obtained by the procedure
  2. concentrationafter a reaction time of 20 hours and after concentration
  3. customby removing the solvent in vacuo
  4. dissolutionThe crude product is dissolved in 30 ml of methylene chloride
  5. concentrationconcentrated
  6. customThe residue is crystallized by addition of diisopropyl ether

출처 및 근거

ORD 기록
ord-7c401b73e5a3495099bd1247c695ccae
출처 데이터셋
uspto-grants-1988_07
특허 번호
US04758579

반응 노트

불러오는 중…