2-Chloroethyl methyl sulfide → 3-amino-1-[2-(methylthio)ethyl]-3,4-dihydroquinolin-2(1H)-one

HRID 1247528Notes

Reaction equation

HRID 1247528 reaction equation
ClC1SC2NC(C([NH:11][CH:12]3[CH2:21][C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]([CH2:22][C@@H:23]4COC(C)(C)O4)[C:13]3=[O:30])=O)=CC=2C=1.[CH3:32][S:33]CCCl>>[NH2:11][CH:12]1[CH2:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]([CH2:22][CH2:23][S:33][CH3:32])[C:13]1=[O:30]

Participants

3

Reactant 2

HCID 109652-Chloroethyl methyl sulfideHCID 103895012-Chloro-N-[1-(2,2-dimethyl-1,3-dioxolan-4(R)-ylmethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-3(R,S)-yl]-6H-thieno[2,3-b]pyrrole-5-carboxamide

Product 1

HCID 219068283-amino-1-[2-(methylthio)ethyl]-3,4-dihydroquinolin-2(1H)-one

Procedure

Prepared by an analogous method to 3-amino-1-(2-methoxyethyl)-3,4-dihydroquinolin-2(1H)-one (Method 12) using 2-chloroethyl methyl sulphide instead of 2-bromoethyl methyl ether to give the title product as a clear, brown gum.

Sources & evidence

ORD record
ord-50f711212f2140c6b5922d20366d1fec
Source dataset
uspto-grants-2006_10
Patent number
US07129249B2

Reaction notes

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