HCID 11184395, compound → HCID 86702442, compound

HRID 2203271Notes

Reaction equation

HRID 2203271 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH2:15][N+:16]([O-])=O)[CH2:11][N+:12]([O-])=O)=[CH:6][CH:5]=1)([O-])=O.[H][H]>CO.[Pt](=O)=O>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH:10]([CH2:15][NH2:16])[CH2:11][NH2:12])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 11184395HCID 11184395, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86702442HCID 86702442, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1-nitro-4-[2-nitro-1-(nitromethyl)ethyl]benzene (742 mg, 0.45 mmol) and 148 mg platinum (IV) oxide in 40 mL MeOH was reacted under 60 PSI hydrogen on the Pan apparatus. After 24 hours the mixture was filtered and rinsed with MeOH. The MeOH solution was acidified to pH=0 using concentrated HCl and then evaporated to give a quantitative yield of the title compound. 1H NMR (D2O) δ: 7.55-7.60 (m, 2H), 7.48-7.54 (m, 2H), 3.26-3.51 (m, 5H).

Workup

  1. filtrationAfter 24 hours the mixture was filtered
  2. washrinsed with MeOH
  3. customevaporated

Sources & evidence

ORD record
ord-c9760392df5a4b1ba234ce5b70041efd
Source dataset
uspto-grants-2016_06
Patent number
US09365575B2

Reaction notes

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