Pyridine → HCID 2933534, compound

HRID 1784734Notes

Reaction equation

HRID 1784734 reaction equation
N1C=CC=CC=1.[NH2:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][N:9]=1.[C:17]1([CH3:27])[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[CH:19][CH:18]=1>O>[CH3:27][C:17]1[CH:22]=[CH:21][C:20]([S:23]([NH:7][C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][N:9]=2)(=[O:25])=[O:24])=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 778882-Amino-5-nitropyridine

Product 1

HCID 2933534HCID 2933534, compoundYield 79.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A pyridine suspension (40 ml) containing 2-amino-5-nitropyridine (4.0 g) and p-toluenesulfonyl chloride (5.7 g) was stirred for a day and night at 100° C. The reaction liquid was poured in water (200 ml), the precipitated solid was recovered by filtration, and successively washed with water and diethyl ether by the order stated. Drying the solid under reduced pressure, 4-methyl-N-(5-nitro-2-pyridinyl)benzenesulfonamide (6.7 g) was obtained.

Workup

  1. customThe reaction liquid
  2. filtrationthe precipitated solid was recovered by filtration
  3. washsuccessively washed with water and diethyl ether by the order
  4. customDrying the solid under reduced pressure

Sources & evidence

ORD record
ord-e5ba5118e66d4f648c4af2bcf4b47e4c
Source dataset
uspto-grants-2009_03
Patent number
US07504412B2

Reaction notes

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