Hydrochloric Acid → HCID 178514724, compound

HRID 1182059Notes

Reaction equation

HRID 1182059 reaction equation
[Br:1][C:2]1[C:3]([OH:9])=[N:4][C:5](Cl)=[N:6][CH:7]=1.[NH2:10][C:11]1[CH:12]=[CH:13][C:14]([S:17]([NH2:20])(=[O:19])=[O:18])=[N:15][CH:16]=1.Cl>CN(C=O)C>[Br:1][C:2]1[C:3]([OH:9])=[N:4][C:5]([NH:10][C:11]2[CH:12]=[CH:13][C:14]([S:17]([NH2:20])(=[O:19])=[O:18])=[N:15][CH:16]=2)=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 223138505-Aminopyridine-2-sulfonamideHCID 178517822HCID 178517822, compound

Product 1

HCID 178514724HCID 178514724, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

2.0 g (9.62 mmol) of 5-bromo-2-chloro-4-hydroxypyrimidine and 1.686 g (9.62 mmol) of 5-amino-pyridine-2-sulfonic acid amide are mixed in 50 ml of DMF (p.a.) with 2.88 ml of hydrochloric acid (4 molar in dioxane). It is stirred for 30 hours at 100° C., cooled and concentrated by evaporation. After being taken up in methanol, 1.505 g (45% of theory) of 5-(5-bromo-4-hydroxy-pyrimidin-2-ylamino)-pyridine-2-sulfonic acid amide is crystallized out, which is dried at 50° C. in a vacuum.

Workup

  1. temperaturecooled
  2. concentrationconcentrated by evaporation
  3. custom1.505 g (45% of theory) of 5-(5-bromo-4-hydroxy-pyrimidin-2-ylamino)-pyridine-2-sulfonic acid amide is crystallized out
  4. customwhich is dried at 50° C. in a vacuum

Sources & evidence

ORD record
ord-39cc0872a6404d7a83f4585697892184
Source dataset
uspto-grants-2007_10
Patent number
US07288547B2

Reaction notes

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