Dimethylamine → {3-[3-(4-Chloro-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl}-dimethyl-amine

HRID 270343Notes

Reaction equation

HRID 270343 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][C:15]([C:17]#[C:18][CH2:19]OS(C)(=O)=O)=[CH:16][C:11]=3[S:10][N:9]=2)=[CH:4][CH:3]=1.[CH3:25][NH:26][CH3:27]>CCO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][C:15]([C:17]#[C:18][CH2:19][N:26]([CH3:27])[CH3:25])=[CH:16][C:11]=3[S:10][N:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 57428081Methanesulfonic acid 3-[3-(4-chloro-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl ester

Product 1

HCID 22313967{3-[3-(4-Chloro-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl}-dimethyl-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In analogy to example 16.1, Methanesulfonic acid 3-[3-(4-chloro-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl ester and Dimethylamine (10 equivalents of a 5.6 M EtOH solution) were converted to yield {3-[3-(4-Chloro-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl}-dimethyl-amine as light brown solid, MS: 327 (MH+, 1Cl).

Sources & evidence

ORD record
ord-20dbf85016b04ead8645289ca185539f
Source dataset
uspto-grants-2008_11
Patent number
US07449483B2

Reaction notes

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