HCID 86690018, compound → tert-Butyl (4-((1-aminonaphthalen-2-yl)amino)phenyl)carbamate

HRID 1049674Notes

Reaction equation

HRID 1049674 reaction equation
[N+:1]([C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][C:5]=1[NH:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[CH:17][CH:16]=1)([O-])=O>O1CCCC1.CO.[Pt]=O>[NH2:1][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][C:5]=1[NH:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:26])([CH3:25])[CH3:27])=[CH:17][CH:16]=1

Participants

5

Reactant 1

HCID 86690018HCID 86690018, compound

Product 1

HCID 86690020tert-Butyl (4-((1-aminonaphthalen-2-yl)amino)phenyl)carbamateYield 91.1%

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

tert-Butyl 4-(1-nitro-2-naphthylamino)phenylcarbamate (18.67 g, 49.21 mmol) was dissolved in tetrahydrofuran (180 mL) and methanol (180 mL), the mixture was added with platinum oxide (360 mg), and the mixture was stirred at room temperature for 2 hours under a hydrogen atmosphere. The catalyst was separated by filtration, then the solvent was evaporated under reduced pressure, and the residue was washed with methanol to give the title compound (15.67 g, yield 91%) as off-white crystals.

Workup

  1. customThe catalyst was separated by filtration
  2. customthe solvent was evaporated under reduced pressure
  3. washthe residue was washed with methanol

Sources & evidence

ORD record
ord-b7284dd3262146a8a5f48f3d94a93a46
Source dataset
uspto-grants-2016_07
Patent number
US09382236B2

Reaction notes

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