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

HRID 1903166ノート

反応式

HRID 1903166 の反応式
[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

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 23392Picolyl chloride hydrochlorideHCID 178527752HCID 178527752、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 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 3 N 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.

後処理

  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 3 N 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

出典と根拠

ORDレコード
ord-f289c9f749314679a22d55792d27764f
出典データセット
uspto-grants-1984_03
特許番号
US04435406

反応ノート

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