Formic Acid → N-(3-methyl-4-(1-methyl-1H-benzo[d]imidazol-5-yloxy)phenyl)formamide

HRID 240559

반응식

HRID 240559 반응식
[NH2:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:8]=[C:9]([NH2:15])[C:10]([NH:13][CH3:14])=[CH:11][CH:12]=2)=[C:4]([CH3:18])[CH:3]=1.O.[C:20](=[O:23])(O)[O-].[Na+].[CH:25](O)=O>>[CH3:18][C:4]1[CH:3]=[C:2]([NH:1][CH:20]=[O:23])[CH:17]=[CH:16][C:5]=1[O:6][C:7]1[CH:12]=[CH:11][C:10]2[N:13]([CH3:25])[CH:14]=[N:15][C:9]=2[CH:8]=1

참가 물질

5

반응물 4

HCID 284Formic AcidHCID 962WaterHCID 516892Sodium BicarbonateHCID 669371924-(4-amino-2-methylphenoxy)-N1-methylbenzene-1,2-diamine

생성물 1

HCID 86650897N-(3-methyl-4-(1-methyl-1H-benzo[d]imidazol-5-yloxy)phenyl)formamide수율 97%

실험 절차

4-(4-amino-2-methylphenoxy)-N1-methylbenzene-1,2-diamine (1.52 g, 6.25 mmol) was dissolved in formic acid (15 mL) and heated to reflux for 6 hours. After cooling to room temperature, the mixture was diluted water (100 mL) and neutralized with sodium bicarbonate. The mixture was partitioned between water and dichloromethane. The organic layer was washed with aqueous NaHCO3, brine, dried over Na2SO4, filtered and concentrated under reduced pressure to provide the product (1.70 g, 97%).

후처리

  1. temperatureheated
  2. temperatureto reflux for 6 hours
  3. customThe mixture was partitioned between water and dichloromethane
  4. washThe organic layer was washed with aqueous NaHCO3, brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-0dab9ef9b5224f3f803afa2d4cdf7185
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08648087B2

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