Isopropylamine → 3-methyl-N-(1-methylethyl)-2-nitrobenzamide

HRID 641994

반응식

HRID 641994 반응식
[CH3:1][C:2]1[C:3]([N+:11]([O-:13])=[O:12])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=O.C(N(CC)CC)C.ClC(OCC)=O.[CH:27]([NH2:30])([CH3:29])[CH3:28]>C(Cl)Cl.O>[CH3:1][C:2]1[C:3]([N+:11]([O-:13])=[O:12])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH:30][CH:27]([CH3:29])[CH3:28])=[O:7]

참가 물질

7

반응물 4

HCID 6363IsopropylamineHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 215753-Methyl-2-nitrobenzoic acid

생성물 1

HCID 8902723-methyl-N-(1-methylethyl)-2-nitrobenzamide수율 80.2%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

A solution of 3-methyl-2-nitrobenzoic acid (2.00 g, 11.0 mmol) and triethylamine (1.22 g, 12.1 mmol) in 25 mL of methylene chloride was cooled to 10° C. Ethyl chloroformate was carefully added and a solid precipitate formed. After stirring for 30 minutes isopropylamine (0.94 g, 16.0 mmol) was added and a homogeneous solution resulted. The reaction was stirred for an additional hour, poured into water and extracted with ethyl acetate. The organic extracts were washed with water, dried over magnesium sulfate and evaporated under reduced pressure to afford 1.96 g of the desired intermediate as a white solid melting at 126-128° C.

후처리

  1. customa solid precipitate formed
  2. additionwas added
  3. customa homogeneous solution resulted
  4. extractionextracted with ethyl acetate
  5. washThe organic extracts were washed with water
  6. dry with materialdried over magnesium sulfate
  7. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-bd1de19a5f4042cc93bad23b36ddefed
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07696232B2

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