Dimethylformamide → HCID 13605070、化合物

HRID 1380393ノート

反応式

HRID 1380393 の反応式
[CH3:1][C:2]1[S:6][C:5]([C:7](=NO)[CH3:8])=[CH:4][CH:3]=1.[ClH:11].[NH2:12]O.P(Cl)(Cl)(Cl)=O.[CH3:19][N:20]([CH3:23])C=O>O.CCOCC>[CH3:1][C:2]1[S:6][C:19]2=[N:20][C:23]([Cl:11])=[C:7]([C:8]#[N:12])[CH:5]=[C:4]2[CH:3]=1

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 268902HCID 268902、化合物HCID 443297Hydroxyamine hydrochloride2 回

生成物 1

HCID 13605070HCID 13605070、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
10 °C

実験手順

A suspension was prepared from 25 g of 5-methyl-2-acetylthiophene oxime (obtained by reacting the appropriate ketone with hydroxylamine hydrochloride by standard procedures) and 250 ml of ether and this was cooled to 10° C. in an ice-bath. Phosphoryl chloride (80 ml) was then added to the stirred suspension over a period of 15 minutes. The mixture was then allowed to warm to room temperature over a period of 16 hours. Then, 21 g of dimethylformamide was added over 10 minutes and the mixture was heated to 110° C. to boil off the ether. Heating was continued at 110° C. for 3.5 hours and then 11.2 g of hydroxylamine hydrochloride was added in portions over 20 minutes. The mixture was cooled and poured into 700 ml of water and the precipitate which formed was collected by filtration. This was recrystallized from acetone to give 2-methyl-6-chlorothieno[2,3-b]pyridine-5-carbonitrile melting at about 171°-173° C.

後処理

  1. customobtained
  2. temperatureto warm to room temperature over a period of 16 hours
  3. temperaturethe mixture was heated to 110° C.
  4. temperatureHeating
  5. temperatureThe mixture was cooled
  6. customthe precipitate which formed
  7. filtrationwas collected by filtration
  8. customThis was recrystallized from acetone

出典と根拠

ORDレコード
ord-896c235fb2ea47f9b84afddaaa27f0c3
出典データセット
uspto-grants-1986_04
特許番号
US04581455

反応ノート

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