Sulfuric acid magnesium salt (1:1) → HCID 23288677, 화합물

HRID 921786노트

반응식

HRID 921786 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[C:9]=1O)[CH:5]=O.[ClH:14].[NH2:15]O.C1(C)C=CC(CS(O)(=O)=O)=CC=1.S([O-])([O-])(=O)=O.[Mg+2]>C1(C)C=CC=CC=1>[Cl:14][C:9]1[C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:4]([C:5]#[N:15])=[CH:3][C:2]=1[OH:1]

참가 물질

6

반응물 4

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 443297Hydroxyamine hydrochlorideHCID 57489573,4-Dihydroxy-5-nitrobenzaldehydeHCID 10149049(4-methylphenyl)methanesulfonic Acid

생성물 1

HCID 23288677HCID 23288677, 화합물수율 75.6%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 3,4-dihydroxy-5-nitrobenzaldehyde (5 g, 27.3 mmol), hydroxylamine hydrochloride (2.467 g, 35.5 mmol), p-toluenemethanesulfonic acid (0.779 g, 4.10 mmol) and magnesium sulfate (26.3 g, 218 mmol) in toluene (25 ml) was heated at reflux for 6 hours. The reaction mixture was cooled to room temperature; the reaction mixture was partitioned between ethyl acetate and water. The layers were separated and aqueous layer was extracted with ethyl acetate two more times. The combined organic layers were washed with water and brine, dried over magnesium sulfate, filtered and concentrated in vacuo to a small volume and a brown precipitate formed. The precipitate was collected by filtration and after drying under vacuum to give 4.1 g of 4-chloro-3-hydroxy-5-nitrobenzonitrile.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 6 hours
  3. customthe reaction mixture was partitioned between ethyl acetate and water
  4. customThe layers were separated
  5. extractionaqueous layer was extracted with ethyl acetate two more times
  6. washThe combined organic layers were washed with water and brine
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo to a small volume
  10. customa brown precipitate formed
  11. filtrationThe precipitate was collected by filtration
  12. customafter drying under vacuum

출처 및 근거

ORD 기록
ord-57972196ad4b4a049a2ef1b884050d4f
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273057B2

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