Dimethylformamide → HCID 13605070, 화합물

HRID 1380391노트

반응식

HRID 1380391 반응식
[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

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 268902HCID 268902, 화합물HCID 443297Hydroxyamine hydrochloride2회

생성물 1

HCID 13605070HCID 13605070, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 3283Diethyl Ether용매2회

반응 조건

온도
10 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-24b075938ed6410eb07d25576da3b602
출처 데이터셋
uspto-grants-1986_04
특허 번호
US04581448

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