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

HRID 240559ノート

反応式

HRID 240559 の反応式
[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

参加物

5

反応物 4

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

生成物 1

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

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-0dab9ef9b5224f3f803afa2d4cdf7185
出典データセット
uspto-grants-2014_02
特許番号
US08648087B2

反応ノート

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