4-Chlorobenzenesulfonyl chloride → Allyl-{5-[1-(4-chloro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinolin-6-yloxy]-pentyl}-methyl-amine

HRID 49482Notes

Reaction equation

C(N(C)C[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[NH:18][CH2:17][CH2:16][CH2:15]2)C=C.[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([S:30](Cl)(=[O:32])=[O:31])=[CH:26][CH:25]=1>>[CH2:17]([N:18]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[N:18]([S:30]([C:27]1[CH:28]=[CH:29][C:24]([Cl:23])=[CH:25][CH:26]=1)(=[O:32])=[O:31])[CH2:17][CH2:16][CH2:15]2)[CH3:19])[CH:16]=[CH2:15]

Participants

Reactant 2

HCID 73984-Chlorobenzenesulfonyl chloride

HCID 21966553Allyl-methyl-[6-(1,2,3,4-tetrahydro-quinolin-6-yloxy)-hexyl]-amine

Product 1

HCID 21966574Allyl-{5-[1-(4-chloro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinolin-6-yloxy]-pentyl}-methyl-amineYield 70%

Procedure

In analogy to example 3.6, Allyl-methyl-[6-(1,2,3,4-tetrahydro-quinolin-6-yloxy)-hexyl]-amine and 4-chlorobenzene sulfonylchloride were converted to yield Allyl-{5-[1-(4-chloro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinolin-6-yloxy]-pentyl}-methyl-amine (70%) as light yellow oil, MS: 462 (M, 1Cl).

Sources & evidence

ORD record: ord-1771eb0e9a82409e8f9ad0e7576789ab
Source dataset: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06706751B2

Reaction notes

Loading…