Chloroform → HCID 18407215, compound

HRID 2271205Notes

Reaction equation

HRID 2271205 reaction equation
[C:1]([N:4]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[N+:25]([O-])=O)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=[O:3])[CH3:2].C(Cl)(Cl)Cl>CO.[Pt](=O)=O>[C:1]([N:4]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[NH2:25])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 6212ChloroformHCID 18407207HCID 18407207, compound

Product 1

HCID 18407215HCID 18407215, compoundYield 93.8%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

In 80 ml of methanol was dissolved 8.00 g of N-acetyl-N-(2-nitrobenzyl)-2-phenoxyaniline synthesized in the same manner as in Example 3, and then 66 mg of platinum dioxide was added, followed by stirring under a hydrogen atmosphere at room temperature overnight. To the reaction mixture was added 40 ml of chloroform for dissolving the precipitate, and the catalyst was removed by filtration. The filtrate was concentrated under reduced pressure, and the residue was recrystallized from methanol to give 6.88 g of N-acetyl-N-(2-aminobenzyl)-2-phenoxyaniline.

Workup

  1. customsynthesized in the same manner as in Example 3
  2. dissolutionfor dissolving the precipitate
  3. customthe catalyst was removed by filtration
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-33f5b954237b4525a704f5cc700c5ccd
Source dataset
uspto-grants-2001_12
Patent number
US06333358B1

Reaction notes

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