Diethanolamine → 5-Bromo-pyridine-3-sulfonic acid bis-(2-hydroxy-ethyl)-amide

HRID 268930Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]([S:8](Cl)(=[O:10])=[O:9])[CH:5]=[N:6][CH:7]=1.[NH:12]([CH2:16][CH2:17][OH:18])[CH2:13][CH2:14][OH:15]>>[OH:15][CH2:14][CH2:13][N:12]([CH2:16][CH2:17][OH:18])[S:8]([C:4]1[CH:5]=[N:6][CH:7]=[C:2]([Br:1])[CH:3]=1)(=[O:10])=[O:9]

Participants

Reactant 2

HCID 8113Diethanolamine

HCID 203244745-Bromopyridine-3-sulfonyl chloride

Product 1

HCID 617972195-Bromo-pyridine-3-sulfonic acid bis-(2-hydroxy-ethyl)-amideYield 42%

Procedure

Prepared by general procedure III from 5-bromo-pyridine-3-sulfonyl chloride (Example B.2 step 2) (500 mg, 2 mmol) and diethanolamine (1.03 g, 10 mmol) to give the title compound as an off-white solid (270 mg, 42%). MS (ISP) 325.1 [(M+H)+], 327.1 [(M+2+H)+].

Sources & evidence

ORD record: ord-481d38b069de4eb1828d6cd1f647eb5f
Source dataset: uspto-grants-2008_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07446113B2

Reaction notes

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