HCID 12988784, compound → 4-[2-(Morpholin-4-yl)ethoxy]benzene-1,2-diamine

HRID 1882887Notes

Reaction equation

HRID 1882887 reaction equation
[N:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[C:12]([N+:17]([O-])=O)[CH:11]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1>CCO.[Pd]>[N:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:11]=[C:12]([NH2:17])[C:13]([NH2:16])=[CH:14][CH:15]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 12988784HCID 12988784, compound

Product 1

HCID 129887854-[2-(Morpholin-4-yl)ethoxy]benzene-1,2-diamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution 4-(2-morpholin-4-ylethoxy)-2-nitrophenylamine (1.0 eq) in EtOH was added Pd/C (0.1 eq). The reaction vessel was repeatedly purged with nitrogen, then stirred under a hydrogen atmosphere (1 atm) for 18 hours. The product was filtered through a Celite plug, and the plug washed with EtOH. The diamine was used without purification. LC/MS m/z 238.3 (MH+), Rt 0.295 minutes.

Workup

  1. customThe reaction vessel was repeatedly purged with nitrogen
  2. filtrationThe product was filtered through a Celite plug
  3. washthe plug washed with EtOH
  4. customThe diamine was used without purification

Sources & evidence

ORD record
ord-cec7a12eb98e434680ed8a631b861886
Source dataset
uspto-grants-2004_07
Patent number
US06759417B2

Reaction notes

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