Pyridine → N-(5-nitrobenzothiazol-2-yl)benzamide

HRID 2102809Notes

Reaction equation

HRID 2102809 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:5]=2[N:6]=1.[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.N1C=CC=CC=1>O>[N+:11]([C:8]1[CH:9]=[CH:10][C:4]2[S:3][C:2]([NH:1][C:14](=[O:21])[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[N:6][C:5]=2[CH:7]=1)([O-:13])=[O:12]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 27547595-Nitro-1,3-benzothiazol-2-amine

Product 1

HCID 13481965N-(5-nitrobenzothiazol-2-yl)benzamideYield 78.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2-amino-5-nitrobenzothiazole (1.52 g, 7.8 mmol), benzoyl chloride (1.36 mL, 11.7 mmol) and pyridine (15 mL) was heated to 60° C. for 24 h. The mixture was poured into water (250 mL), and the resulting precipitate was separated by filtration to yield N-(5-nitrobenzothiazol-2-yl)benzamide (1:83 g, 6.12 mmol, 78%) as a yellow solid.

Workup

  1. customthe resulting precipitate was separated by filtration

Sources & evidence

ORD record
ord-228d90cf4e6341329780bda850a50e07
Source dataset
uspto-grants-2009_08
Patent number
US07576090B2

Reaction notes

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