Dimethylformamide dimethyl acetal → Dimethyl-[2-(5-nitro-2-phenoxy-pyridin-4-yl)-vinyl]-amine

HRID 491864Notes

Reaction equation

HRID 491864 reaction equation
[CH3:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:3]=1.CO[CH:20](OC)[N:21]([CH3:23])[CH3:22]>CN(C=O)C>[CH3:20][N:21]([CH3:23])[CH:22]=[CH:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]([O:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:3]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 576783574-Methyl-5-nitro-2-phenoxy-pyridine

Product 1

HCID 86616325Dimethyl-[2-(5-nitro-2-phenoxy-pyridin-4-yl)-vinyl]-amine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 4-methyl-5-nitro-2-phenoxy-pyridine (0.2 g, 0.86 mmol) and N,N-dimethylformamide dimethyl acetal (0.13 g, 1.1 mmol) in DMF (1 mL) was stirred at 130° C. for 1 hr, then cooled and concentrated to yield crude dimethyl-[2-(5-nitro-2-phenoxy-pyridin-4-yl)-vinyl]-amine as a syrup.

Workup

  1. temperaturecooled
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-9c87f7c911d24091a2f87c254d60c561
Source dataset
uspto-grants-2009_05
Patent number
US07531545B2

Reaction notes

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