Phenylacetyl chloride → N-(5-nitropyridin-2-yl)-2-phenylacetamide

HRID 1924971

Reaction equation

HRID 1924971 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[C:11]1([CH2:17][C:18](Cl)=[O:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>N1C=CC=CC=1.C1COCC1>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:18](=[O:19])[CH2:17][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:3][CH:4]=1)([O-:10])=[O:9]

Participants

5

Reactant 2

HCID 7679Phenylacetyl chlorideHCID 778882-Amino-5-nitropyridine

Product 1

HCID 4350143N-(5-nitropyridin-2-yl)-2-phenylacetamide

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-amino-5-nitropyridine (4.17 g, 30 mmol) in pyridine (30 mL) is stirred at rt and a solution of phenylacetyl chloride (4.64 g, 30 mmol) in THF (30 mL) is added dropwise. The mixture is stirred for 24 h and then poured into ice-water (250 mL) to afford a brown solid, which is used without further purification.

Workup

  1. customto afford a brown solid, which
  2. customis used without further purification

Sources & evidence

ORD record
ord-70c1396ac5d94286907f49fd6b84f93b
Source dataset
uspto-grants-2012_05
Patent number
US08178530B2

Linked notes

Loading…