Trifluoroacetic acid → HCID 83450482, compound

HRID 2202885Notes

Reaction equation

HRID 2202885 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([NH:8][CH3:9])[C:5]([NH2:10])=[CH:4][CH:3]=1.[C:11](O)([C:13]([F:16])([F:15])[F:14])=O>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:10]=[C:11]([C:13]([F:16])([F:15])[F:14])[N:8]([CH3:9])[C:6]=2[CH:7]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 121982705-Bromo-N1-methylbenzene-1,2-diamine

Product 1

HCID 83450482HCID 83450482, compound

Conditions

Temperature
90 °C

Procedure

The mixture of 5-bromo-N1-methylbenzene-1,2-diamine (300 mg) and TFA (10 ml) was stirred at 90° C. overnight. The mixture was quenched with saturated NaHCO3 solution and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over MgSO4, passed through NH silica gel pad and concentrated in vacuo. The precipitate was collected by filtration, washed with IPE/hexane and dried in vacuo to give the title compound (265 mg) as a purple solid.

Workup

  1. customThe mixture was quenched with saturated NaHCO3 solution
  2. extractionextracted with EtOAc
  3. customThe organic layer was separated
  4. washwashed with water and brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo
  7. filtrationThe precipitate was collected by filtration
  8. washwashed with IPE/hexane
  9. customdried in vacuo

Sources & evidence

ORD record
ord-60c7031f066d4bc48dfc7b6bb05d2a0a
Source dataset
uspto-grants-2016_06
Patent number
US09365540B2

Reaction notes

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