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Dimethyl Sulfate → N-(4-methoxy-2-methylquinolin-6-yl)acetamide

HRID 1070460
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HRID 1070460 반응식
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH:12][C:13](=[O:15])[CH3:14])[CH:10]=2)[N:5]=[C:4]([CH3:16])[CH:3]=1.S(OC)(O[CH3:21])(=O)=O>C1(C)C=CC=CC=1>[CH3:21][O:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH:12][C:13](=[O:15])[CH3:14])[CH:10]=2)[N:5]=[C:4]([CH3:16])[CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6497Dimethyl SulfateHCID 178474057HCID 178474057, 화합물

생성물 1

HCID 4785621N-(4-methoxy-2-methylquinolin-6-yl)acetamide수율 52.2%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
70 °C

실험 절차

To a suspension of N-(4-hydroxy-2-methyl-6-quinolyl)acetamide (100 g, 0.46 mol) obtained in Preparation Example 1-1, Step 2 in toluene (490 ml) was added dimethyl sulfate (75 ml, 0.79 mol) and the mixture was refluxed under heating for 8 hr. The resulting precipitate was collected by filtration, dissolved in water (1350 ml) and heated to 70° C. The solution was filtered and 35% aqueous sodium hydroxide solution (100 ml) was added to the filtrate. The resulting precipitate was collected by filtration to give N-(4-methoxy-2-methyl-6-quinolyl)acetamide (55.3 g, 52%, pale-brown crystals).

후처리

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 8 hr
  3. filtrationThe resulting precipitate was collected by filtration
  4. dissolutiondissolved in water (1350 ml)
  5. filtrationThe solution was filtered
  6. addition35% aqueous sodium hydroxide solution (100 ml) was added to the filtrate
  7. filtrationThe resulting precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-221fc4df09f04ab982ed9cf1b1a176ea
출처 데이터셋
uspto-grants-2005_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06903094B2

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