4-Nitrobenzoic Acid → N-(2-methoxyphenyl)-4-nitrobenzamide

HRID 2421

反応式

HRID 2421 の反応式
Cl.CN(C)CCCN=C=NCC.[CH3:13][O:14][C:15]1[C:16]([NH2:21])=[CH:17][CH:18]=[CH:19][CH:20]=1.[N+:22]([C:25]1[CH:33]=[CH:32][C:28]([C:29](O)=[O:30])=[CH:27][CH:26]=1)([O-:24])=[O:23].C(=O)(O)[O-].[Na+]>C(Cl)Cl>[N+:22]([C:25]1[CH:26]=[CH:27][C:28]([C:29]([NH:21][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[O:14][CH3:13])=[O:30])=[CH:32][CH:33]=1)([O-:24])=[O:23]

参加物

6

反応物 4

HCID 61084-Nitrobenzoic AcidHCID 70002-MethoxyanilineHCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

生成物 1

HCID 774513N-(2-methoxyphenyl)-4-nitrobenzamide収率 87.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

With cooling in an ice bath, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC.HCl) (630 mg, 3.29 mmol) was added to 15 ml of methylene chloride solution containing o-anisidine (368 mg, 2.99 mmol) and 4-nitrobenzoic acid (500 mg, 2.99 mmol). After 1 hour of stirring at the same temperature, the reaction mixture was roughly adjusted to pH 8 with saturated sodium bicarbonate aqueous solution, extracted with methylene chloride and then washed with water and saturated brine in that order. After drying on anhydrous magnesium sulfate, the solvent was removed by evaporation, and the resulting solid material was purified by silica gel column chromatography (methylene chloride) to obtain 712 mg (87.4%) of the title compound in the form of yellow powder.

後処理

  1. temperatureWith cooling in an ice bath
  2. extractionextracted with methylene chloride
  3. washwashed with water and saturated brine in that order
  4. dry with materialAfter drying on anhydrous magnesium sulfate
  5. customthe solvent was removed by evaporation
  6. customthe resulting solid material was purified by silica gel column chromatography (methylene chloride)

出典と根拠

ORDレコード
ord-c4ba4a81e15b4995a5093c01878efc4c
出典データセット
uspto-grants-1998_03
特許番号
US05728835

関連ノート

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