Pyridine → 4-chloro-N-(2-methoxyphenyl)-3-nitrobenzenesulfonamide

HRID 1064508

Reaction equation

HRID 1064508 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH3:15][O:16][C:17]1[C:18](N)=[CH:19][CH:20]=[CH:21][CH:22]=1.N1C=CC=CC=1>C(Cl)Cl.CCOC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:22]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:16][CH3:15])(=[O:9])=[O:10])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13]

Participants

6

Reactant 3

HCID 1049PyridineHCID 70002-MethoxyanilineHCID 73244-Chloro-3-nitrobenzenesulfonamide

Product 1

HCID 28876834-chloro-N-(2-methoxyphenyl)-3-nitrobenzenesulfonamide

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

4-Chloro-3-nitrobenzenesulfonamide (1.73 g, 6.78 mmol) was dissolved in CH2Cl2 (7.0 mL). o-Anisidine (1.00 g, 8.13 mmol) was added dropwise at room temperature, followed by a slow addition of pyridine (2.0 mL). After 16 h of continued stirring, the reaction mixture was diluted with EtOAc (50 mL) and washed with 1 M HCl (3×50 mL).

Workup

  1. washwashed with 1 M HCl (3×50 mL)

Sources & evidence

ORD record
ord-89a9e338246d4eeda76c9350ae94dcc3
Source dataset
uspto-grants-2005_11
Patent number
US06969710B2

Linked notes

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