Hydrochloric Acid → HCID 68415350, compound

HRID 220285Notes

Reaction equation

HRID 220285 reaction equation
[Cl:1][C:2]1[C:7]([NH:8]C(=O)C)=[C:6]([N+:12]([O-:14])=[O:13])[C:5]([O:15][CH3:16])=[CH:4][CH:3]=1.ClC1C=C([N+]([O-])=O)C(OC)=CC=1NC(=O)C.Cl.[OH-].[Na+]>>[Cl:1][C:2]1[C:7]([NH2:8])=[C:6]([N+:12]([O-:14])=[O:13])[C:5]([O:15][CH3:16])=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 313Hydrochloric Acid2×HCID 14798Sodium HydroxideHCID 540457HCID 540457, compoundHCID 68415657HCID 68415657, compound

Product 1

HCID 68415350HCID 68415350, compound

Procedure

A solution of 6.25 g of a mixture of N-(6-chloro-3-methoxy-2-nitro-phenyl)-acetamide and N-(2-chloro-5-methoxy-4-nitro-phenyl)-acetamide in 30 mL of 25%-HCl and 150 mL of 1M-HCl was refluxed for 2 h. The reaction mixture was basified with 2M-NaOH and extracted with EtOAc. The organic phase was dried over anh. Na2SO4 and concentrated in vacuo. The crude product was purified by CC using EtOAc/heptane 1/3 to yield 819 mg of 6-chloro-3-methoxy-2-nitro-phenylamine as dark yellow oil.

Workup

  1. extractionextracted with EtOAc
  2. dry with materialThe organic phase was dried over anh. Na2SO4
  3. concentrationconcentrated in vacuo
  4. customThe crude product was purified by CC

Sources & evidence

ORD record
ord-4ccad6dcd38d4df897f87da5c3491085
Source dataset
uspto-grants-2012_06
Patent number
US08202885B2

Reaction notes

Loading…