Hydrochloric Acid → N-(1-methylethyl)-(2-amino-6-fluorophenyl)methylamine

HRID 583078Notes

Reaction equation

HRID 583078 reaction equation
[CH3:1][CH:2]([NH:4][CH2:5][C:6]1[C:11]([F:12])=[CH:10][CH:9]=[CH:8][C:7]=1[N+:13]([O-])=O)[CH3:3].O.O.[Sn](Cl)(Cl)(Cl)Cl.Cl.[OH-].[Na+]>O>[CH3:3][CH:2]([NH:4][CH2:5][C:6]1[C:11]([F:12])=[CH:10][CH:9]=[CH:8][C:7]=1[NH2:13])[CH3:1]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 17777165N-(1-methylethyl)-(2-nitro-6-fluorophenyl)methylamineHCID 85782573Tin tetrachloride dihydrate

Product 1

HCID 17777127N-(1-methylethyl)-(2-amino-6-fluorophenyl)methylamine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of N-(1-methylethyl)-(2-nitro-6-fluorophenyl)methylamine (0.4 g, 1.89 mmol), tin chloride dihydrate (1.75 g) in water (8 ml) was added HCl 12N (2 ml). The mixture was refluxed for 4 hours. Then, the reaction mixture was allowed to reach room temperature and was neutralized by addition of NaOH 2N and extracted with diethyl ether (1×100 ml), dried over MgSO4 and evaporated under reduced pressure to afford N-(1-methylethyl)-(2-amino-6-fluorophenyl)methylamine.

Workup

  1. temperatureThe mixture was refluxed for 4 hours
  2. customto reach room temperature
  3. extractionextracted with diethyl ether (1×100 ml)
  4. dry with materialdried over MgSO4
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-86e5d51e915f406b802b9143e5b1a20e
Source dataset
uspto-grants-1999_07
Patent number
US05929072

Reaction notes

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