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3,4-Dinitrotoluene → N,N-Dimethyl-2-(5-methyl-2-nitroanilino)ethanamine

HRID 846019
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HRID 846019 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH3:13])[CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])([O-])=O.[CH3:14][N:15]([CH3:19])[CH2:16][CH2:17]N.COCCOCCN(CCOCCOC)CCOCCOC>CS(C)=O>[CH3:14][N:15]([CH3:19])[CH2:16][CH2:17][NH:1][C:4]1[CH:5]=[C:6]([CH3:13])[CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11]
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참가 물질

5

반응물 3

HCID 118833,4-DinitrotolueneHCID 66053N,N-DimethylethylenediamineHCID 112414Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]-

생성물 1

HCID 18993729N,N-Dimethyl-2-(5-methyl-2-nitroanilino)ethanamine수율 80%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

To a stirred solution of 3,4-dinitrotoluene (3.64 g, 20 mmol) and N,N-dimethylethylenediamine (1.76 g, 20 mmol) was heated at 80° C. in dimethyl sulfoxide and catalytic amount of TDA-1 for 2 hours. N,N-Dimethyl-2-(5-methyl-2-nitroanilino)ethanamine was isolated in 80% yield (3.6 g, 16 mmol) after aqueous work-up. Quaternization was achieved in quantitative yield with methyl iodide and dimethylformamide. Its melting point was 225°-7° C.

출처 및 근거

ORD 기록
ord-456301b9343f4a538becc55c45e476ae
출처 데이터셋
uspto-grants-1992_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05135543

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