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Allyl Mercaptan → 4-Allylsulfanylmethyl-6-(2-nitrophenyl)-2,2-dimethyl-1,2-dihydroquinoline

HRID 25818
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HRID 25818 반응식
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([CH3:13])([CH3:12])[CH:6]=[C:5]2[CH3:14].[N+:15]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1B(O)O)([O-:17])=[O:16].CC1(C)C=C(C)C2C(=CC=C(OS(C(F)(F)F)(=O)=O)C=2)N1.C1C(=O)N(Br)C(=O)C1.[CH2:56]([SH:59])[CH:57]=[CH2:58]>>[CH2:56]([S:59][CH2:14][C:5]1[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[N+:15]([O-:17])=[O:16])[CH:3]=2)[NH:8][C:7]([CH3:13])([CH3:12])[CH:6]=1)[CH:57]=[CH2:58]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 13367Allyl MercaptanHCID 67184N-bromobutanimideHCID 2773548(2-Nitrophenyl)boronic acidHCID 107294646-Bromo-2,2,4-trimethyl-1,2-dihydroquinolineHCID 20760320Trifluoromethanesulfonic acid 2,2,4-trimethyl-1,2-dihydroquinolin-6-yl ester

생성물 1

HCID 10021826
4-Allylsulfanylmethyl-6-(2-nitrophenyl)-2,2-dimethyl-1,2-dihydroquinoline

실험 절차

6-Bromo-2,2,4-trimethyl-1,2-dihydroquinoline was coupled with 2-nitrophenylboronic acid using the procedure described in Example 7 for trifluoromethanesulfonic acid 2,2,4-trimethyl-1,2-dihydroquinolin-6-yl ester. The resulting intermediate was brominated with NBS, followed by the coupling reaction with allyl mercaptan as described in Example 7, to provide 15 mg of the title compound as an oil.

출처 및 근거

ORD 기록
ord-620b59c3289f49d2a64264d11b6dd951
출처 데이터셋
uspto-grants-2005_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06858627B2

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