3-Nitroaniline → N-(3-nitrophenyl)-2-naphthalenecarboxamide

HRID 2231001노트

반응식

HRID 2231001 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][CH:10]=1)[NH2:7])([O-:3])=[O:2].C(N(CC)CC)C.[CH:18]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:20][C:19]=1[C:28](Cl)=[O:29].C(=O)(O)[O-].[Na+]>O1CCOCC1>[N+:1]([C:4]1[CH:5]=[C:6]([NH:7][C:28]([C:19]2[CH:20]=[CH:21][C:22]3[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:18]=2)=[O:29])[CH:8]=[CH:9][CH:10]=1)([O-:3])=[O:2]

참가 물질

6

반응물 4

HCID 74233-NitroanilineHCID 8471TriethylamineHCID 752462-Naphthoyl chlorideHCID 516892Sodium Bicarbonate

생성물 1

HCID 7780003N-(3-nitrophenyl)-2-naphthalenecarboxamide수율 68.9%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a mixture of 3-nitroaniline (2.07 g) and triethylamine (2.3 ml) in 1,4-dioxane (40 ml) was added 2-naphthoyl chloride (3.00 g) and the mixture was stirred at room temperature for 30 minutes. Then the mixture was poured into aqueous sodium bicarbonate and extracted with ethyl acetate three times. The combined organic phase was washed with aqueous sodium bicarbonate and brine, dried over magnesium sulfate and concentrated. The resultant solid was collected and washed with isopropyl ether to give N-(3-nitrophenyl)-2-naphthalenecarboxamide (3.02 g).

후처리

  1. extractionextracted with ethyl acetate three times
  2. washThe combined organic phase was washed with aqueous sodium bicarbonate and brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customThe resultant solid was collected
  6. washwashed with isopropyl ether

출처 및 근거

ORD 기록
ord-4fad885830bd408fa46cd4ddfc86347d
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06426345B1

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