Dimethylamine → N-(2-nitrophenyl)-2-dimethylaminoacetamide

HRID 1415634노트

반응식

HRID 1415634 반응식
[CH3:1][NH:2][CH3:3].[N+:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[NH:13][C:14](=[O:17])[CH2:15]Cl)([O-:6])=[O:5]>C(O)C>[N+:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[NH:13][C:14](=[O:17])[CH2:15][N:2]([CH3:3])[CH3:1])([O-:6])=[O:5]

참가 물질

4

반응물 2

HCID 674DimethylamineHCID 2224432-chloro-N-(2-nitrophenyl)acetamide

생성물 1

HCID 2958870N-(2-nitrophenyl)-2-dimethylaminoacetamide

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

A solution of dimethylamine in ethanol (40 ml. of a 33% w/w solution) was added to a suspension of N-(2-nitrophenyl)-2-chloroacetamide (14.9 g) [prepared by the method described by G. Tennant, J.C.S., (1963), 2428] in ethanol (70 ml) and the mixture was heated to reflux, with stirring, for 2hours. After cooling, the ethanol and excess dimethylamine were evaporated off under reduced pressure and the solid residue was treated with an aqueous potassium hydroxide solution (100 ml., 40% w/v). The resulting suspension was extracted with diethyl ether (3 × 100 ml) and the combined extracts dried over magnesium sulphate and evaporated to give N-(2-nitrophenyl)-2-dimethylaminoacetamide (13.8 g), m.p. 44°-47° C., sufficiently pure to be used in the next stage of the synthesis, the preparation of N-(2-aminophenyl)-2-dimethylaminoacetamide.

후처리

  1. customprepared by the method
  2. temperatureto reflux
  3. temperatureAfter cooling
  4. customthe ethanol and excess dimethylamine were evaporated off under reduced pressure
  5. additionthe solid residue was treated with an aqueous potassium hydroxide solution (100 ml., 40% w/v)
  6. extractionThe resulting suspension was extracted with diethyl ether (3 × 100 ml)
  7. dry with materialthe combined extracts dried over magnesium sulphate
  8. customevaporated

출처 및 근거

ORD 기록
ord-302f9863ddcd4d049d931e62a93e2b9d
출처 데이터셋
uspto-grants-1977_01
특허 번호
US04005217

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