Sodium Hydroxide → 1,8-Dihydro-2-[[(5-methyl-2-pyridyl)methyl]thio]-m-dioxino(4,5-f)benzimidazole dihydrochloride

HRID 1583796

반응식

HRID 1583796 반응식
[NH:1]1[C:5]2[CH:6]=[C:7]3[CH2:13][O:12][CH2:11][O:10][C:8]3=[CH:9][C:4]=2[N:3]=[C:2]1[SH:14].[OH-].[Na+].[ClH:17].[CH3:18][C:19]1[CH:20]=[CH:21][C:22]([CH2:25][Cl:26])=[N:23][CH:24]=1>O>[ClH:26].[ClH:17].[CH3:18][C:19]1[CH:20]=[CH:21][C:22]([CH2:25][S:14][C:2]2[NH:1][C:5]3[CH:6]=[C:7]4[CH2:13][O:12][CH2:11][O:10][C:8]4=[CH:9][C:4]=3[N:3]=2)=[N:23][CH:24]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 233137952-(Chloromethyl)-5-methylpyridine hydrochlorideHCID 178527751HCID 178527751, 화합물

생성물 1

HCID 704548491,8-Dihydro-2-[[(5-methyl-2-pyridyl)methyl]thio]-m-dioxino(4,5-f)benzimidazole dihydrochloride

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To 3.7 g of 1,8-dihydro-m-dioxino(4,5-f)benzimidazole-2-thiol, suspended in 60 ml of alcohol, were added dropwise while stirring 1.5 g of sodium hydroxide in 30 ml of water and, after 30 minutes, there were added 3.4 g of 5-methyl-2-chloromethylpyridine hydrochloride. The mixture was left to boil at reflux overnight, then evaporated and the residue was taken up in methylene chloride. This mixture was washed first with 3N sodium hydroxide, then neutral with water, dried over sodium sulfate and evaporated in vacuo. The crude product was dissolved while heating in a small amount of methanol and treated with 25 ml of 5N hydrochloric acid in ethylacetate. There was obtained 1,8-dihydro-2-[[(5-methyl-2-pyridyl)methyl]thio]-m-dioxino(4,5-f)benzimidazole dihydrochloride of melting point 153°-155° C.

후처리

  1. additionwere added dropwise
  2. waitThe mixture was left
  3. temperatureat reflux overnight
  4. customevaporated
  5. washThis mixture was washed first with 3N sodium hydroxide
  6. dry with materialneutral with water, dried over sodium sulfate
  7. customevaporated in vacuo
  8. dissolutionThe crude product was dissolved
  9. temperaturewhile heating in a small amount of methanol
  10. additiontreated with 25 ml of 5N hydrochloric acid in ethylacetate

출처 및 근거

ORD 기록
ord-330a53ed30c344acb32433e3c510f013
출처 데이터셋
uspto-grants-1985_11
특허 번호
US04554280

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