Water → 3-(6-Chloro-2-quinoxalyloxy)-aniline

HRID 354633

反応式

HRID 354633 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.[OH-].[K+].Cl[C:12]1[CH:21]=[N:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17]([Cl:22])[CH:18]=2)[N:13]=1.O>CS(C)=O.O1CCOCC1>[Cl:22][C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][CH:16]=1)[N:13]=[C:12]([O:8][C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=1)[NH2:1])[CH:21]=[N:20]2

参加物

7

反応物 4

HCID 962WaterHCID 115683-AminophenolHCID 14797Potassium HydroxideHCID 877482,6-Dichloroquinoxaline

生成物 1

HCID 131089413-(6-Chloro-2-quinoxalyloxy)-aniline収率 54%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 312751,4-Dioxane溶媒

実験手順

6.6 g (0.06 mol) of m-aminophenol in 4.0 g (0.06 mol) of 85% potassium hydroxide and 80 ml of dimethylsulfoxide was heated under stirring. The water generated was distilled away under reduced pressure to make the potassium m-aminophenolate. To the solution which was allowed to cool to room temperature was added a solution of 11.9 g (0.06 mol) of 2,6-dichloroquinoxaline dissolved in 80 ml of dioxane. The mixture was reacted at 50°-60° C. for 5 hours. After the reaction was over, the reaction mixture was poured into ice and cold water. The formed solid was filtered off and washed with 5% aqueous solution of sodium hydroxide and then washed with water. The crude crystals thus obtained were recrystallized from ethanol, to produce 8.8 g (yield 54%) of white crystals, m.p. 119°-120° C.

後処理

  1. distillationThe water generated was distilled away under reduced pressure
  2. customThe mixture was reacted at 50°-60° C. for 5 hours
  3. filtrationThe formed solid was filtered off
  4. washwashed with 5% aqueous solution of sodium hydroxide
  5. washwashed with water
  6. customThe crude crystals thus obtained
  7. customwere recrystallized from ethanol

出典と根拠

ORDレコード
ord-13dcfdb62dee414f98a95245d0d21916
出典データセット
uspto-grants-1983_03
特許番号
US04376202

関連ノート

読み込み中…