Carbon Dioxide → Methyl 6-amino-2-methyl-3-nitrobenzoate

HRID 861819

반응식

HRID 861819 반응식
[CH3:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]([NH2:14])[C:3]=1[C:4]([OH:6])=[O:5].[C:15](=O)([O-])O.[Na+].C(=O)=O.S(OC)(OC)(=O)=O.[Na]>CC(C)=O.O>[CH3:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]([NH2:14])[C:3]=1[C:4]([O:6][CH3:15])=[O:5]

참가 물질

8

반응물 5

HCID 280Carbon DioxideHCID 6497Dimethyl SulfateHCID 516892Sodium BicarbonateHCID 5360545SodiumHCID 152831726-Amino-2-methyl-3-nitrobenzoic acid2회

생성물 1

HCID 15334532Methyl 6-amino-2-methyl-3-nitrobenzoate

시약·촉매·용매 2

HCID 180Acetone용매2회HCID 962Water용매

실험 절차

49.7 g (0.253 mol) of 2-methyl-3-nitro-6-aminobenzoic acid are dissolved in 380 ml of acetone and 43 g (0.51 mol) of sodium hydrogen carbonate are added. The mixture is then heated to boiling until evolution of CO2 is complete. 35.3 g (0.28 mol) of dimethyl sulfate are then added in the course of two hours at the boiling point of acetone to the suspension of the sodium salt of 2-methyl-3-nitro-6-aminobenzoic acid thus obtained, and the mixture is subsequently refluxed 30 for a further three hours and then allowed to cool. After pouring the reaction mixture into 1.8 l of water, it is extracted with methylene chloride. After drying the organic phase, it is concentrated. The solid obtained is sufficiently pure for the subsequent reaction (NMR). Yield: 50 g (0.238 mol)=94% of theory, m.p.: 92°-94° C.

후처리

  1. temperatureThe mixture is then heated
  2. customthus obtained
  3. temperaturethe mixture is subsequently refluxed 30 for a further three hours
  4. temperatureto cool
  5. extractionis extracted with methylene chloride
  6. customAfter drying the organic phase, it
  7. concentrationis concentrated
  8. customThe solid obtained
  9. customis sufficiently pure for the subsequent reaction (NMR)

출처 및 근거

ORD 기록
ord-1a4c8d075b7344bb89e9daf8b5dd367e
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05716905

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