Pyridine-2-sulfonyl Chloride → N-[4-(thiazol-2-yl)benzyl]pyridin-2-ylsulfonamide

HRID 2359818Notes

Reaction equation

HRID 2359818 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[S:7](Cl)(=[O:9])=[O:8].Cl.[S:12]1[CH:16]=[CH:15][N:14]=[C:13]1[C:17]1[CH:24]=[CH:23][C:20]([CH2:21][NH2:22])=[CH:19][CH:18]=1.Cl.C1(C2N=NC(CN)=CC=2)C=CC=CC=1>>[S:12]1[CH:16]=[CH:15][N:14]=[C:13]1[C:17]1[CH:18]=[CH:19][C:20]([CH2:21][NH:22][S:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)(=[O:9])=[O:8])=[CH:23][CH:24]=1

Participants

4

Reactant 3

HCID 3787675Pyridine-2-sulfonyl ChlorideHCID 51138530(4-(Thiazol-2-yl)phenyl)methanamine hydrochlorideHCID 66717660(6-Phenylpyridazin-3-ylmethyl)amine hydrochloride

Product 1

HCID 66717382N-[4-(thiazol-2-yl)benzyl]pyridin-2-ylsulfonamideYield 75.2%

Procedure

Reaction and post-treatment were carried out in the same manner as in Reference Example 2-(d) except for using 2-pyridylsulfonyl chloride (see Heterocycles, 28, 1115 (1989)) (220 mg, 1.24 mmol) in place of 3-pyridylsulfonyl chloride, and using 4-(thiazol-2-yl)benzylamine hydrochloride (300 mg, 1.14 mmol) obtained in Reference Example 4-(d) in place of (6-phenylpyridazin-3-ylmethyl)amine hydrochloride to afford the title compound (284 mg) as a white solid. (Yield: 75%)

Workup

  1. customReaction

Sources & evidence

ORD record
ord-f047c59bc0cf47a7945730084f90a2f9
Source dataset
uspto-grants-2014_04
Patent number
US08685986B2

Reaction notes

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