Sulfur Dioxide → 4-Ethoxycarbonyl-1-(2-pyridyl)pyrazole-5-sulfonamide

HRID 1638901노트

반응식

HRID 1638901 반응식
N[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[N:5]=[CH:4][C:3]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14].N([O-])=O.[Na+].[NH2:22]C(N)=O.[S:26](=[O:28])=[O:27]>Cl.O.ClCCCl>[CH2:16]([O:15][C:13]([C:3]1[CH:4]=[N:5][N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[C:2]=1[S:26]([NH2:22])(=[O:28])=[O:27])=[O:14])[CH3:17]

참가 물질

8

반응물 4

HCID 1119Sulfur DioxideHCID 1176UreaHCID 742041ethyl 5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylateHCID 23668193Sodium Nitrite

생성물 1

HCID 140491554-Ethoxycarbonyl-1-(2-pyridyl)pyrazole-5-sulfonamide수율 442.5%

시약·촉매·용매 3

HCID 111,2-Dichloroethane용매HCID 313Hydrochloric Acid용매HCID 962Water용매

실험 절차

14 g of ethyl 5-amino-1-(2-pyridyl)pyrazole-4-carboxylate was dissolved in 50 ml of conc. hydrochloric acid, and the solution obtained was cooled to -5° C., to which 5.5 g of sodium nitrite dissolved in 10 ml of water was added cropwise, and thereafter, stirred for 10 minutes, followed by addition of 0.6 g of urea. The solution thus obtained was added dropwise at 5° C. to a solution obtained by adding 2 g of sulfur dioxide and 0.6 g of cuprous chloride to 50 ml of 1,2-dichloroethane. After stirring at room temperature for 1 hour, 200 ml of ice water was added thereto, followed by extraction with chloroform. Seperation of the layer of chloroform, washing with water, drying and concentration were then carried out to obtain 13.1 g of the title compound. m.p.: 38° to 42° C.

후처리

  1. customthe solution obtained
  2. additionwas added cropwise
  3. customThe solution thus obtained
  4. additionwas added dropwise at 5° C. to a solution
  5. customobtained
  6. stirringAfter stirring at room temperature for 1 hour
  7. extractionfollowed by extraction with chloroform
  8. customSeperation of the layer of chloroform
  9. washwashing with water
  10. customdrying
  11. concentrationconcentration

출처 및 근거

ORD 기록
ord-773eff48afd642c5b2023ff997938c3a
출처 데이터셋
uspto-grants-1989_11
특허 번호
US04881965

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