Dimethylformamide → HCID 13490349、化合物

HRID 485335ノート

反応式

HRID 485335 の反応式
CN(C)[CH:3]=[O:4].P(Cl)(Cl)(Cl)=O.[N:11]1[CH:16]=[CH:15][CH:14]=[C:13]([N:17]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:19]=[CH:18]2)[CH:12]=1.O.O.O.C([O-])(=O)C.[Na+]>ClCCCl.O>[N:11]1[CH:16]=[CH:15][CH:14]=[C:13]([N:17]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:19]([CH:3]=[O:4])=[CH:18]2)[CH:12]=1

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 134903481-(pyridin-3-yl)-1H-indoleHCID 23665404Sodium Acetate Trihydrate

生成物 1

HCID 13490349HCID 13490349、化合物

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒2 回HCID 962Water溶媒

実験手順

A solution of 2.12 ml of N,N-dimethylformamide in 20 ml of 1,2-dichloroethane is cooled to 0° and 3.1 ml of phosphorus oxychloride is added dropwise. The reaction is stirred for 10 minutes at 15° and recooled to 0° before a solution of 4.85 g of N-(3-pyridyl)indole in 10 ml of 1,2-dichloroethane is added. After 2 hours at 5°, the reaction mixture is refluxed for 15 minutes, cooled to room temperature and a solution of 18.75 g of sodium acetate trihydrate in 25 ml of water is added. After an additional 15 minutes at reflux, the organic phase is separated, washed with sodium bicarbonate and water, and dried over magnesium sulfate. Filtration, evaporation and recrystallization of the residue from methylene chloride-methanol yields N-(3-pyridyl)-indole-3-carboxaldehyde, m.p. 148°-150°.

後処理

  1. additionis added
  2. waitAfter 2 hours at 5°
  3. temperaturethe reaction mixture is refluxed for 15 minutes
  4. temperatureAfter an additional 15 minutes at reflux
  5. customthe organic phase is separated
  6. washwashed with sodium bicarbonate and water
  7. dry with materialdried over magnesium sulfate
  8. filtrationFiltration, evaporation and recrystallization of the residue from methylene chloride-methanol

出典と根拠

ORDレコード
ord-e322f9da7d7d4ac1b4a8eb482f2c1432
出典データセット
uspto-grants-1985_08
特許番号
US04536505

反応ノート

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