3-Methoxypropylamine → HCID 57625429, compound

HRID 655618Notes

Reaction equation

HRID 655618 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:12][O:13][CH2:14][CH2:15][CH2:16][NH2:17]>>[CH3:12][O:13][CH2:14][CH2:15][CH2:16][NH:17][C:2]1[N:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 16723-MethoxypropylamineHCID 12015126-chloropyridine-3-sulfonamide

Product 1

HCID 57625429HCID 57625429, compoundYield 78%

Conditions

Temperature
100 °C

Procedure

A mixture of 6-chloropyridine-3-sulfonamide (5 g, 0.025 mol) and 3-methoxy propylamine (50 ml) is stirred at 100° C. for 12 h. The mixture is cooled and excess reagent is removed by distillation. The residue is suspended in DCM (25 ml) and cooled. The precipitate is filtered, washed with cold ammonium hydroxide (2×50 ml) and dried under vacuum to afford 5 g (78%) of the titled compound as a white solid. mp: 129-132° C., LC/MS: (ES+) 246.

Workup

  1. temperatureThe mixture is cooled
  2. customexcess reagent is removed by distillation
  3. temperaturecooled
  4. filtrationThe precipitate is filtered
  5. washwashed with cold ammonium hydroxide (2×50 ml)
  6. customdried under vacuum

Sources & evidence

ORD record
ord-084babfdb0394ccc982d4da7d95862cf
Source dataset
uspto-grants-2011_12
Patent number
US08071597B2

Reaction notes

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