Nitric Acid → 4-Amidino-2-nitrophenol hydrochloride

HRID 332582

反応式

HRID 332582 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 1363523104-Amidino-2-nitrophenol hydrochloride

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-25f003ff14ac48439ab25c6ad959ed69
出典データセット
uspto-grants-2014_11
特許番号
US08877805B2

関連ノート

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