Sodium Hydroxide → 6,7-dihydro-2-[(2-pyridylmethyl)thio]-1H-p-dioxino(2,3-f)benzimidazole

HRID 1583795노트

반응식

HRID 1583795 반응식
[NH:1]1[C:5]2[CH:6]=[C:7]3[O:13][CH2:12][CH2:11][O:10][C:8]3=[CH:9][C:4]=2[N:3]=[C:2]1[SH:14].[OH-].[Na+].Cl.Cl[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=1>O>[N:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[CH2:19][S:14][C:2]1[NH:3][C:4]2[CH:9]=[C:8]3[O:10][CH2:11][CH2:12][O:13][C:7]3=[CH:6][C:5]=2[N:1]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 23392Picolyl chloride hydrochlorideHCID 178527752HCID 178527752, 화합물

생성물 1

HCID 133438026,7-dihydro-2-[(2-pyridylmethyl)thio]-1H-p-dioxino(2,3-f)benzimidazole수율 53%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

4.6 g of 6,7-dihydro-1H-p-dioxino(2,3-f)benzimidazole-2-thiol, suspended in 50 ml of alcohol, were added dropwise while stirring 1.8 g of sodium hydroxide in 25 ml of water and, after 30 minutes, there were added 3.7 g of 2-chloromethyl-pyridine hydrochloride. The mixture was left to boil at reflux overnight, it was 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 recrystallized from ethyl acetate/petroleum ether. 3.5 g (53% of theory) of 6,7-dihydro-2-[(2-pyridylmethyl)thio]-1H-p-dioxino(2,3-f)benzimidazole of melting point 155°-156° C. were prepared.

후처리

  1. additionwere added dropwise
  2. waitThe mixture was left
  3. temperatureat reflux overnight
  4. customit was then evaporated
  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. customThe crude product was recrystallized from ethyl acetate/petroleum ether

출처 및 근거

ORD 기록
ord-b32a22eba0904825b1ea0524341dc456
출처 데이터셋
uspto-grants-1985_11
특허 번호
US04554280

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