Nitric Acid → HCID 53406085, 화합물

HRID 906097노트

반응식

HRID 906097 반응식
C([NH:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[C:7]([CH3:14])[CH:6]=1)(=O)C.[N+:15]([O-])([OH:17])=[O:16]>S(=O)(=O)(O)O.O>[NH2:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[C:7]([CH3:14])[C:6]=1[N+:15]([O-:17])=[O:16]

참가 물질

5

반응물 2

HCID 944Nitric AcidHCID 27352244-Acetamido-2-methylbenzoic acid

생성물 1

HCID 53406085HCID 53406085, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 1118Sulfuric Acid용매2회

실험 절차

4-(Acetylamino)-2-methylbenzoic acid (3.93 g, 20.3 mmol) was taken up in concentrated sulfuric acid (20 mL) and warmed to solubilize. The solution was then cooled with an ice bath. Fuming nitric acid (0.86 mL) in sulfuric acid (2.0 mL) was added dropwise and the resultant solution was stirred one hour. The solution was then diluted with water and a yellow solid was collected by filtration and discarded. Upon standing, an orange solid formed in the filtrate, which was collected by filtration to give (0.61 g) of 4-amino-2-methyl-3-nitrobenzoic acid. The aqueous filtrate was then extracted (3×100 mL of 10% methanol in ethyl acetate), and the combined organic layers were dried (magnesium sulfate), filtered and concentrated to yield additional 4-amino-2-methyl-3-nitrobenzoic acid (0.90 g). 1H NMR (400 MHz, d6-DMSO): 7.75 (d, 1H), 6.75 (d, 1H), 2.41 (s, 3H). MS (EI) for C8H8N2O4: 195 (MH+).

후처리

  1. temperaturewarmed to solubilize
  2. temperatureThe solution was then cooled with an ice bath
  3. filtrationa yellow solid was collected by filtration
  4. customan orange solid formed in the filtrate, which
  5. filtrationwas collected by filtration

출처 및 근거

ORD 기록
ord-595efa6de9824862bf89119a77363bb6
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08012956B2

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