Hydroxyamine hydrochloride → 2-Chloro-5-((2-chlorophenyl)ethynyl)isonicotinaldehyde oxime

HRID 468850ノート

反応式

HRID 468850 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:7]([C:10]#[C:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])=[CH:8][N:9]=1)[CH:5]=O.C([O-])(=O)C.[Na+].Cl.[NH2:25][OH:26]>C(O)C.ClC(Cl)C.C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:7]([C:10]#[C:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])=[CH:8][N:9]=1)[CH:5]=[N:25][OH:26]

参加物

7

反応物 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 866749492-Chloro-5-((2-chlorophenyl)ethynyl)isonicotinaldehyde

生成物 1

HCID 1364131892-Chloro-5-((2-chlorophenyl)ethynyl)isonicotinaldehyde oxime

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 63651,1-Dichloroethane溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

A mixture of 2-chloro-5-((2-chlorophenyl)ethynyl)isonicotinaldehyde (1.1 g, 4.0 mmol), sodium acetate (490 mg, 6 mmol), and hyroxylamine hydrochloride (415 mg, 6 mmol) in ethanol (23 mL) and dichloroethane (13 mL) was heated at 50° C. for 15 minutes. The cooled reaction mixture was evaporated in vacuo to afford a residue that was redissolved in ethyl acetate (150 mL) and washed with water (100 mL). The organic layer was separated, dried over sodium sulfate, filtered, and evaporated in vacuo to afford a white solid that was used in the next step without further purification.

後処理

  1. customThe cooled reaction mixture
  2. customwas evaporated in vacuo
  3. customto afford a residue that
  4. washwashed with water (100 mL)
  5. customThe organic layer was separated
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. customevaporated in vacuo
  9. customto afford a white solid that
  10. customwas used in the next step without further purification

出典と根拠

ORDレコード
ord-150dddf07c774851bcb9841ae1f580ad
出典データセット
uspto-grants-2014_01
特許番号
US08623889B2

反応ノート

読み込み中…