HCID 90052072, compound → HCID 90052204, compound

HRID 2284666Notes

Reaction equation

HRID 2284666 reaction equation
[F:1][C:2]([F:27])([F:26])[CH:3]([NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=1)[CH2:4][N:5]1C(=O)C2C(=CC=CC=2)C1=O>C(O)C.O1CCCC1.O.NN>[F:1][C:2]([F:26])([F:27])[CH:3]([NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=1)[CH2:4][NH2:5]

Participants

5

Reactant 1

HCID 90052072HCID 90052072, compound

Product 1

HCID 90052204HCID 90052204, compoundYield 77.2%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolventHCID 24654Hydrazine hydrate (1:1)Solvent

Procedure

To a solution of 2-(3,3,3-trifluoro-2-((3-nitrophenyl)amino)propyl)isoindoline-1,3-dione (C15, 209 mg) in ethanol (3 mL) and tetrahydrofuran (3 mL), hydrazine monohydrate (132 μL) was added at room temperature, and the mixture was stirred at the same temperature for 19 hours. The insoluble matter was removed by filtration, and then the solvent was evaporated under reduced pressure to obtain 3,3,3-trifluoro-N2-(3-nitrophenyl)propane-1,2-diamine (C16, 106 mg).

Workup

  1. customThe insoluble matter was removed by filtration
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-d981694fa63444a3b62a5aaa7acc1e94
Source dataset
uspto-grants-2015_09
Patent number
US09145415B2

Reaction notes

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