Ethyl 2-azido-3-(2-thienyl)propenoate → ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate

반응식

[N:1]([C:4](=[CH:10][C:11]1[S:12][CH:13]=[CH:14][CH:15]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[N+]=[N-]>C1(C)C(C)=CC=CC=1>[S:12]1[C:11]2[CH:10]=[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[NH:1][C:15]=2[CH:14]=[CH:13]1

참가 물질

실험 절차

A solution of ethyl 2-azido-3-(2-thienyl)propenoate (0.45 g) in xylene (10 ml) was heated at reflux for 30 minutes, concentrated in vacuo and the residue purified by column chromatography using isohexane-15% ethyl acetate as eluent to give the product as a pale yellow solid (0.26 g, 66%), NMR d(CDCl3) 1.40 (3H, t), 4.39 (2H, q), 6.98 (1H, d), 7.18 (1H, s), 7.35 (1H, d), 9.30 (1H, bs) M/z (−) 194 (M-H+), 166.

후처리

temperatureat reflux for 30 minutes
concentrationconcentrated in vacuo
customthe residue purified by column chromatography

출처 및 근거

ORD 기록: ord-a39e25ed253746e2a300e0fa1313e708
출처 데이터셋: uspto-grants-2002_11
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06479527B1

반응 노트

불러오는 중…

참가 물질

반응물 1

HCID 54362140Ethyl 2-azido-3-(2-thienyl)propenoate

생성물 1

HCID 292163ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate수율 66.1%

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

후처리

temperatureat reflux for 30 minutes
concentrationconcentrated in vacuo
customthe residue purified by column chromatography

출처 및 근거

ORD 기록: ord-a39e25ed253746e2a300e0fa1313e708
출처 데이터셋: uspto-grants-2002_11
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06479527B1

반응 노트

불러오는 중…