Sodium Hydroxide → 2-Nitrothieno[2,3-b]pyridin-3-amine

HRID 1772031노트

반응식

HRID 1772031 반응식
[SH:1][C:2]1[N:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[OH-].[Na+].Br[CH2:13][N+:14]([O-:16])=[O:15]>CN(C=O)C.O>[N+:14]([C:13]1[S:1][C:2]2=[N:9][CH:8]=[CH:7][CH:6]=[C:3]2[C:4]=1[NH2:5])([O-:16])=[O:15]

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 68423BromonitromethaneHCID 178510023HCID 178510023, 화합물

생성물 1

HCID 131693742-Nitrothieno[2,3-b]pyridin-3-amine수율 78%

시약·촉매·용매 2

HCID 962Water용매2회HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2-mercaptonicotinonitrile (1 g, 7.4 mmol) in DMF (20 mL) was added a solution of NaOH (0.88 g, 22 mmol) in water (5 mL) at 0° C. The mixture was stirred for 20 min, then bromonitromethane (2 g, 14.7 mmol) was added dropwise. The resulting mixture was stirred for 1 h at 0° C., diluted with water (100 mL), and filtered. The filter cake was washed with water (20 mL×3) to give a yellow solid (1.1 g, yield 78%), which was used in the next step without further purification. ESI MS: m/z 196 [M+H]+.

후처리

  1. stirringThe resulting mixture was stirred for 1 h at 0° C.
  2. filtrationfiltered
  3. washThe filter cake was washed with water (20 mL×3)

출처 및 근거

ORD 기록
ord-ae5c482c1920412d9c788cb4f9cf8ac8
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249162B2

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