Allylamine → 3-Allylaminopyridin-2-ylsulfonamide

HRID 1742074

Reaction equation

HRID 1742074 reaction equation
F[C:2]1[C:3]([S:8]([NH2:11])(=[O:10])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1.[CH2:12]([NH2:15])[CH:13]=[CH2:14]>C(Cl)Cl>[CH2:12]([NH:15][C:2]1[C:3]([S:8]([NH2:11])(=[O:10])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1)[CH:13]=[CH2:14]

Participants

4

Reactant 2

HCID 7853AllylamineHCID 199579303-Fluoropyridine-2-sulfonamide

Product 1

HCID 190099623-Allylaminopyridin-2-ylsulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5.28 g of 3-fluoropyridin-2-ylsulfonamide and 18.03 ml of allylamine are stirred for 6 hours in a pressurised vessel at a temperature of 125° C. The reaction solution is subsequently concentrated, the crystallisate obtained is dissolved in methylene chloride and a little acetonitrile, the mixture is purified by chromatography using methylene chloride/ethyl acetate (4:1) as the eluent mixture and silica gel as the carrier material. 5.1 g of 3-allylaminopyridin-2-ylsulfonamide (intermediate No. 2.002) of a melting point of 134°-135° C. are obtained.

Workup

  1. concentrationThe reaction solution is subsequently concentrated
  2. customthe crystallisate obtained
  3. customa little acetonitrile, the mixture is purified by chromatography

Sources & evidence

ORD record
ord-0a4eb1fcc7474ba69b8b25dd5e773c78
Source dataset
uspto-grants-1994_08
Patent number
US05336773

Linked notes

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