Acetic Acid → HCID 9843470, compound

HRID 1357368Notes

Reaction equation

HRID 1357368 reaction equation
C(O)(=O)C.[N+:5]([C:8]1[CH:9]=[C:10]([CH:33]=[CH:34][CH:35]=1)[C:11]([NH:13][C:14]1[CH:32]=[CH:31][CH:30]=[CH:29][C:15]=1[O:16][C:17]1[CH:18]=[C:19]([C:26]([OH:28])=[O:27])[C:20](=[CH:24][CH:25]=1)[C:21]([OH:23])=[O:22])=[O:12])([O-])=O>[Pd].CO.O>[NH2:5][C:8]1[CH:9]=[C:10]([CH:33]=[CH:34][CH:35]=1)[C:11]([NH:13][C:14]1[CH:32]=[CH:31][CH:30]=[CH:29][C:15]=1[O:16][C:17]1[CH:18]=[C:19]([C:26]([OH:28])=[O:27])[C:20](=[CH:24][CH:25]=1)[C:21]([OH:23])=[O:22])=[O:12]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 657140HCID 657140, compound

Product 1

HCID 9843470HCID 9843470, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 22242641Methanol--water (1/1)Solvent

Procedure

100% acetic acid (250 μl) and palladium on activated charcoal (10% Pd, 40 mg) was added to a solution of 4-[2-(3-nitrobenzoylamino)phenoxy]phthalic acid (130 mg, 0.308 mmol) in methanol/water (10:1) (11 ml). The mixture was hydrogenated in a Parr apparatus at 276 kPa (40 psi) for 20 hours. The mixture was filtered and evaporated to dryness in vacuo to give 4-[2-(3-aminobenzoylamino)phenoxy]phthalic acid as an oil (yield: 114 mg (95%)). LC-MS: m/e 393 (MH+), 375 (MH+-H2O).

Workup

  1. filtrationThe mixture was filtered
  2. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-bb899592909b443584f266b58932c4c3
Source dataset
uspto-grants-2003_07
Patent number
US06590118B1

Reaction notes

Loading…