3-Amino-2-methylpyridine → 4-Bromo-2,6-dichloro-N-(2-methyl-pyridin-3-yl)-benzenesulfonamide

HRID 1749350Notes

Reaction equation

HRID 1749350 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([S:9](Cl)(=[O:11])=[O:10])=[C:4]([Cl:13])[CH:3]=1.[CH3:14][C:15]1[C:20]([NH2:21])=[CH:19][CH:18]=[CH:17][N:16]=1>N1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([S:9]([NH:21][C:20]2[C:15]([CH3:14])=[N:16][CH:17]=[CH:18][CH:19]=2)(=[O:11])=[O:10])=[C:4]([Cl:13])[CH:3]=1

Participants

4

Reactant 2

HCID 5726163-Amino-2-methylpyridineHCID 27374664-Bromo-2,6-dichlorobenzene-1-sulfonyl chloride

Product 1

HCID 671855574-Bromo-2,6-dichloro-N-(2-methyl-pyridin-3-yl)-benzenesulfonamideYield 65%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Prepared from 4-bromo-2,6-dichlorobenzenesulfonyl chloride (1.00 g, 3.1 mmol) and 2-methyl-3-aminopyridine (0.33 g, 3.1 mmol) in pyridine (6 ml) according to the method of intermediate 1, to give the title compound as a yellow solid (0.80 g, 2.0 mmol, 65%). 5H (CDCl3, 300K) 8.31 (1H, dd J 4.8 Hz 1.4 Hz), 7.65 (1H, d J 1.4 Hz), 7.64 (2H, s), 7.10 (2H, m), 2.52 (3H, s). m/z (ES+, 70V) 396.9 (MH+).

Sources & evidence

ORD record
ord-1c2eb41bbfdc44af9d68f068f45f23a0
Source dataset
uspto-grants-2015_10
Patent number
US09156811B2

Reaction notes

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