Methanol → 1-(3-chloro-2-pyridinyl)-5-thiocyanato-1H-pyrrole-2-carbaldehyde

HRID 252005노트

반응식

HRID 252005 반응식
CO.[Cl:3][C:4]1[C:5]([N:10]2[CH:14]=[CH:13][CH:12]=[C:11]2[CH:15]=[O:16])=[N:6][CH:7]=[CH:8][CH:9]=1.[S-:17][C:18]#[N:19].[Na+].BrBr>[Br-].[Na+].CO>[Cl:3][C:4]1[C:5]([N:10]2[C:14]([S:17][C:18]#[N:19])=[CH:13][CH:12]=[C:11]2[CH:15]=[O:16])=[N:6][CH:7]=[CH:8][CH:9]=1

참가 물질

6

반응물 4

HCID 887MethanolHCID 24408BromineHCID 516871Sodium thiocyanateHCID 587620783-chloro-2-(2-formyl-1H-pyrrol-1-yl)pyridine

생성물 1

HCID 866325621-(3-chloro-2-pyridinyl)-5-thiocyanato-1H-pyrrole-2-carbaldehyde수율 125.4%

시약·촉매·용매 1

HCID 20267117Sodium bromide methanol용매

실험 절차

To 10 ml of methanol were added 1.0 g of 3-chloro-2-(2-formyl-1H-pyrrol-1-yl)pyridine and 1.4 g of sodium thiocyanate. A solution of 1.0 g of bromine in 5 ml of saturated sodium bromide-methanol was added dropwise thereto at −20° C. The resulting mixture was stirred at the same temperature for 2 hours. The reaction mixture was added to 100 ml of ice water, and extracted with chloroform two times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 1.6 g of 1-(3-chloro-2-pyridinyl)-5-thiocyanato-1H-pyrrole-2-carbaldehyde of the formula:

후처리

  1. customat −20° C
  2. extractionextracted with chloroform two times
  3. washwashed with an aqueous saturated sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-04403b1700a844b48fe01341652056e6
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07867949B2

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