Hydrazine hydrate (1:1) → HCID 68549502, compound

HRID 2359881Notes

Reaction equation

HRID 2359881 reaction equation
O.NN.[CH3:4][O:5][C:6]1[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[C:7]=1[CH2:8][NH:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N+:17]([O-])=O>CO>[NH2:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[CH2:10][NH:9][CH2:8][C:7]1[C:20]([O:24][CH3:25])=[CH:21][CH:22]=[CH:23][C:6]=1[O:5][CH3:4]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 68546459HCID 68546459, compound

Product 1

HCID 68549502HCID 68549502, compoundYield 86.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

At 60° C., 2.3 mL hydrazine hydrate was added by drops to a suspension of 3.58 g (11.84 mmol) (2,6-dimethoxybenzyl)(2-nitrobenzyl)amine (Example 1.1), 3.5 g activated carbon and 50 mg FeCl3×6H2O in 60 mL methanol and then the mixture was stirred for 1 hour at 60° C. Cooling, filtering the reaction mixture through Celite and evaporating yielded 2.78 g of the target product as a clear oil. ESI-MS [M+H+]=273.15.

Workup

  1. temperatureCooling
  2. filtrationfiltering the reaction mixture through Celite
  3. customevaporating

Sources & evidence

ORD record
ord-a91710a17d4e4be5a7068ef026524498
Source dataset
uspto-grants-2014_04
Patent number
US08686002B2

Reaction notes

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