HCID 68840624, compound → HCID 68842684, compound

HRID 2274417Notes

Reaction equation

HRID 2274417 reaction equation
[CH3:1][N:2]([CH3:17])[CH2:3][CH2:4][NH:5][C:6]1[CH:7]=[C:8]([NH2:16])[C:9]([N+:13]([O-])=O)=[CH:10][C:11]=1[F:12].[H][H]>CO.[Pd]>[CH3:1][N:2]([CH3:17])[CH2:3][CH2:4][NH:5][C:6]1[CH:7]=[C:8]([NH2:16])[C:9]([NH2:13])=[CH:10][C:11]=1[F:12]

Participants

5

Reactant 2

HCID 68840624HCID 68840624, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68842684HCID 68842684, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.29 g of N3-(2-dimethylaminoethyl)-4-fluoro-6-nitrobenzene-1,3-diamine in solution in 30 mL of methanol are hydrogenated under 1 bar of hydrogen pressure in the presence of 130 mg of palladium-on-charcoal at 25° C. for 16 hours. The reaction crude is filtered through celite and the filtrate is concentrated under vacuum in a rotary evaporator. 1 g of N4-(2-dimethylaminoethyl)-5-fluorobenzene-1,2,4-triamine are recovered in the form of a black resin. The product is used as it is for the subsequent stage.

Workup

  1. customThe reaction crude
  2. filtrationis filtered through celite
  3. concentrationthe filtrate is concentrated under vacuum in a rotary evaporator
  4. custom1 g of N4-(2-dimethylaminoethyl)-5-fluorobenzene-1,2,4-triamine are recovered in the form of a black resin

Sources & evidence

ORD record
ord-444ad020652144db93cf142ad8a4c8f9
Source dataset
uspto-grants-2015_09
Patent number
US09126969B2

Reaction notes

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