Nitric Acid → 4-Amidino-2-nitrophenol hydrochloride

HRID 332582

반응식

HRID 332582 반응식
[ClH:1].[C:2]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)(=[NH:4])[NH2:3].[N+:12]([O-])([OH:14])=[O:13].C(=O)([O-])O.[Na+]>S(=O)(=O)(O)O>[ClH:1].[C:2]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1)(=[NH:3])[NH2:4]

참가 물질

5

반응물 3

HCID 944Nitric AcidHCID 217124Benzenecarboximidamide, 4-hydroxy-, hydrochloride (1:1)HCID 516892Sodium Bicarbonate

생성물 1

HCID 1363523104-Amidino-2-nitrophenol hydrochloride

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

4-Amidinophenol hydrochloride (1.0 g, 5.8 mmol) was dissolved in concentrated sulfuric acid (2.5 mL), and concentrated nitric acid (0.38 mL) was added at −15° C. The reaction mixture was stirred for 1 hour while maintaining the temperature of the reaction mixture at −15° C. to −2° C., and slowly added to ice water. The mixture was neutralized by slowly adding sodium hydrogen carbonate, and the precipitated orange solid was collected by filtration. The solid was washed with water and acetone, and suspended in methanol. 4N Hydrochloric acid/dioxane was added to dissolve the solid. Diisopropyl ether was added to the solution, and the precipitated solid was collected by filtration. The solid was washed with diisopropyl ether and dried to give the title compound (0.98 g) as a pale-yellow powder.

후처리

  1. temperaturewhile maintaining the temperature of the reaction mixture at −15° C. to −2° C.
  2. filtrationthe precipitated orange solid was collected by filtration
  3. washThe solid was washed with water and acetone
  4. addition4N Hydrochloric acid/dioxane was added
  5. dissolutionto dissolve the solid
  6. additionDiisopropyl ether was added to the solution
  7. filtrationthe precipitated solid was collected by filtration
  8. washThe solid was washed with diisopropyl ether
  9. customdried

출처 및 근거

ORD 기록
ord-25f003ff14ac48439ab25c6ad959ed69
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877805B2

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