Formic Acid → 2,4-Dimethyl-3-nitroaniline

HRID 1106729노트

반응식

HRID 1106729 반응식
[N+:1]([C:4]1[C:9]([CH3:10])=[CH:8][CH:7]=[C:6]([N+:11]([O-])=O)[C:5]=1[CH3:14])([O-:3])=[O:2].C(O)=O>[Pd].C(N(CC)CC)C.C(OCC)(=O)C>[CH3:14][C:5]1[C:4]([N+:1]([O-:3])=[O:2])=[C:9]([CH3:10])[CH:8]=[CH:7][C:6]=1[NH2:11]

참가 물질

6

반응물 2

HCID 284Formic AcidHCID 690421,3-Dimethyl-2,4-dinitrobenzene

생성물 1

HCID 133699632,4-Dimethyl-3-nitroaniline

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 8471Triethylamine용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 2,6-dinitro-m-xylene (11.2 g) and 10% palladium on charcoal (620 mg) was stirred in triethylamine (36 mL) under an atmosphere of nitrogen and heated to reflux. Formic acid (9.25 mL) was added dropwise to the above mixture with vigorous stirring. After addition, the mixture was allowed to stir at reflux for an additional 15 min, then cooled to room temperature. The reaction mixture was diluted with ethyl acetate (100 mL) and filtered through celite. The filtrate was washed with brine and dried over magnesium sulfate. Evaporation afforded 9.51 g as a yellow solid.

후처리

  1. temperatureheated to reflux
  2. additionAfter addition
  3. temperatureat reflux for an additional 15 min
  4. filtrationfiltered through celite
  5. washThe filtrate was washed with brine
  6. dry with materialdried over magnesium sulfate
  7. customEvaporation
  8. customafforded 9.51 g as a yellow solid

출처 및 근거

ORD 기록
ord-8d2da1e7d1344a998216536d3cd91994
출처 데이터셋
uspto-grants-2000_05
특허 번호
US06057349

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