ChemicalBook CAS DataBase List 3-Pyridinesulfonamide

3-Pyridinesulfonamide synthesis

5synthesis methods

Product Name:3-Pyridinesulfonamide
CAS Number:2922-45-4
Molecular formula:C5H6N2O2S
Molecular Weight:158.18

16133-25-8

2922-45-4

General procedure for the synthesis of pyridine-3-sulfonamide from pyridine-3-sulfonyl chloride: Intermediate 78: Pyridine-3-sulfonamide; To a solution of pyridine-3-sulfonyl chloride (1 g, 5.6 mmol, 1 eq., commercially available from Davos) in tetrahydrofuran (THF, 5 mL) was added a solution of ammonia in dioxane (23.9 mL, 2 M, 47.9 mmol, 8.5 eq.). The resulting suspension was stirred at room temperature for 1 hour. After completion of the reaction, the solvent was removed by rotary evaporation and the residue was dissolved in dichloromethane (DCM). The organic phase was washed sequentially with saturated aqueous ammonium chloride (NH4Cl) and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to remove the DCM. the product was dried under vacuum at 40 °C to afford 637 mg (71% yield) of the title compound as a pale yellow powder.1H NMR (DMSO-d6) δ 9.20-8.90 (m, 1H), 8.85-8.75 (m. 1H), 8.40-8.05 (m, 1H), 7.80-7.40 (m, 3H).

42899-76-3 Synthesis

Pyridine-3-sulfonyl chloride hydrochloride

42899-76-3
174 suppliers
$13.43/1gm:

2922-45-4
74 suppliers
$31.00/100mg

Yield:2922-45-4 91%

Reaction Conditions:

with ammonia in methanol;dichloromethane at 20; for 0.833333 h;

Steps:

79.1

Example 79; N-(6-(2-(pyridine-5-sulfonamido)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide; Step 1. Pyridine-3 -sulfonamide; Pyridine-3-sulfonyl chloride HCl (647.2 mg, 3.023 mmol) was suspended in DCM (9.0 mL) and NH₃ (5 mL, 7N in MeOH, 35 mmol) was added. The reaction was stirred at RT under nitrogen for 50 minutes and then filtered, and the solid was washed with DCM. The filtrate was concentrated and dried under high vacuum to provide pyridine-3 -sulfonamide (477 mg , 91% yield). MS (ESI pos. ion) m/z: 159(MH+). Calculated exact mass for C₅H₆N₂O₂S: 158.

References:

WO2009/17822,2009,A2 Location in patent:Page/Page column 64

16133-25-8 Synthesis

16133-25-8
480 suppliers
$6.00/1g

2922-45-4
74 suppliers
$31.00/100mg

References

636-73-7 Synthesis