HCID 1731445, compound → HCID 1204317, compound

HRID 1708835Notes

Reaction equation

HRID 1708835 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([N:10]2[C:14](=[O:15])[C:13]3=[CH:16][C:17]([N+:20]([O-])=O)=[CH:18][CH:19]=[C:12]3[C:11]2=[O:23])[CH:7]=[CH:8][CH:9]=1)([O-])=O>O1CCCC1.[Pt]=O>[NH2:20][C:17]1[CH:16]=[C:13]2[C:14](=[O:15])[N:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([NH2:1])[CH:5]=3)[C:11](=[O:23])[C:12]2=[CH:19][CH:18]=1

Participants

4

Reactant 1

HCID 1731445HCID 1731445, compound

Product 1

HCID 1204317HCID 1204317, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of N-(3-nitrophenyl)-4-nitro phthalimide (5.0 g. ) in tetrahydrofuran (300 ml) was reduced under hydrogen (45 psi) using platinum oxide catalyst (0.2 g.) for 18 hours. The solution was dried (MgSO4), filtered through Celite, and the solvent evaporated under reduced pressure to yield 4-amino-N-(3-aminophenyl)phthalimide; 3.8 g. (93.1%); M.P. 228-231°. Calcd. for C14H11N3O2 : C, 66.4; H, 4.4; N, 16.6. Found: C, 66.9; H, 4.9; N, 16.0.

Workup

  1. customfor 18 hours
  2. dry with materialThe solution was dried (MgSO4)
  3. filtrationfiltered through Celite
  4. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-c7a0dcdbe6c74c2db0398b01bb2fe623
Source dataset
uspto-grants-1990_08
Patent number
US04946235

Reaction notes

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