Diethanolamine → 2-[{3-[3-(4-Chloro-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl}-(2-hydroxy-ethyl)-amino]-ethanol

HRID 270342Notes

Reaction equation

HRID 270342 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.[NH:25]([CH2:29][CH2:30][OH:31])[CH2:26][CH2:27][OH:28]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][C:15]([C:17]#[C:18][CH2:19][N:25]([CH2:29][CH2:30][OH:31])[CH2:26][CH2:27][OH:28])=[CH:16][C:11]=3[S:10][N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 8113DiethanolamineHCID 57428081Methanesulfonic acid 3-[3-(4-chloro-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl ester

Product 1

HCID 223140672-[{3-[3-(4-Chloro-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl}-(2-hydroxy-ethyl)-amino]-ethanol

Procedure

In analogy to example 16.1, Methanesulfonic acid 3-[3-(4-chloro-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl ester and Diethanolamine (2×2 equivalents) were converted to yield 2-[{3-[3-(4-Chloro-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl}-(2-hydroxy-ethyl)-amino]-ethanol as white solid, MS: 387 (MH+, 1Cl).

Sources & evidence

ORD record
ord-44bcf1b0fdf848589b1751b1d1f6d8ee
Source dataset
uspto-grants-2008_11
Patent number
US07449483B2

Reaction notes

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