Pyridine → N1-(6-Chloropyridin-2-yl)-N2,N2-dimethylethane-1,2-diamine

반응식

Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[N:3]=1.C[NH:10][CH2:11][CH2:12][NH:13][CH3:14].N1C=CC=C[CH:16]=1>>[CH3:16][N:13]([CH3:14])[CH2:12][CH2:11][NH:10][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[N:3]=1

참가 물질

반응물 3

HCID 1049Pyridine

HCID 8070N,N'-Dimethylethylenediamine

HCID 169892,6-Dichloropyridine

생성물 1

HCID 20339561N1-(6-Chloropyridin-2-yl)-N2,N2-dimethylethane-1,2-diamine수율 70%

실험 절차

A solution of 2,6-dichloropyridine (29.6 g., 0.20 mole) and unsymmetrical dimethylethylenediamine (52.9 g., 0.60 mole) in 100 ml of pyridine is stirred at reflux for 48 hours. The pyridine is removed under reduced pressure and the residual mixture is poured into water and made basic with excess sodium hydroxide. The product is extracted into ethyl acetate which is then concentrated and the residual oil is distilled. 2-(2-Dimethylaminoethylamino)-6-chloropyridine boiling at 104°-105° at 0.2 mm is collected in 70% yield.

후처리

temperatureat reflux for 48 hours
customThe pyridine is removed under reduced pressure
additionthe residual mixture is poured into water
extractionThe product is extracted into ethyl acetate which
concentrationis then concentrated
distillationthe residual oil is distilled
custom2-(2-Dimethylaminoethylamino)-6-chloropyridine boiling at 104°-105° at 0.2 mm is collected in 70% yield

출처 및 근거

ORD 기록: ord-3aad83be6d564b87924b3fa512e8ba83
출처 데이터셋: uspto-grants-1980_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04203988

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