HCID 57585939, compound → HCID 57585835, compound

HRID 547633Notes

Reaction equation

HRID 547633 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH:8]2[O:12][CH2:11][CH2:10][O:9]2)[CH:5]=[CH:4][C:3]=1[O:13][C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[C:16]([N+:21]([O-])=O)[CH:15]=1>C(OCC)(=O)C.[Pd].[C]>[Cl:1][C:2]1[CH:7]=[C:6]([CH:8]2[O:9][CH2:10][CH2:11][O:12]2)[CH:5]=[CH:4][C:3]=1[O:13][C:14]1[CH:15]=[C:16]([NH2:21])[C:17]([NH2:18])=[CH:19][CH:20]=1

Participants

4

Reactant 1

HCID 57585939HCID 57585939, compound

Product 1

HCID 57585835HCID 57585835, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

4-{[2-Chloro-4-(1,3-dioxolan-2-yl)phenyl]oxy}-2-nitroaniline (1.41 g) was dissolved in 100 mL of ethyl acetate and hydrogenated over 100 mg of 10% Pd/carbon (wet, Degussa type) under balloon of H2 gas. After 24 hours, the reaction was filtered through Celite and concentrated to give 4-{[2-chloro-4-(1,3-dioxolan-2-yl)phenyl]oxy}-1,2-benzenediamine which was used without further purification. (M+1) 306.9, 1.57 min (LC/MS method B)

Workup

  1. filtrationthe reaction was filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-2b1c0c59a9554b62b139fbaa6f307ba7
Source dataset
uspto-grants-2011_05
Patent number
US07939528B2

Reaction notes

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