Bromine → HCID 20289145, compound

HRID 1468673Notes

Reaction equation

HRID 1468673 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][C:4]=1[CH3:10].[C:11]([S-:13])#[N:12].[K+].BrBr>C(O)(=O)C>[CH3:1][O:2][C:3]1[C:4]([CH3:10])=[CH:5][C:6]2[N:9]=[C:11]([NH2:12])[S:13][C:7]=2[CH:8]=1

Participants

5

Reactant 3

HCID 24408BromineHCID 672973-Methyl-4-methoxybenzenamineHCID 516872Potassium thiocyanate

Product 1

HCID 20289145HCID 20289145, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 4-methoxy-3-methylbenzenamine (1.05 g, 7.66 mmol) in acetic acid (30 ml) at 0° C. as added KSCN with heavy stirring. The reaction mixture was then stirred at room temperature for 45 min. The reaction was cooled to 0° C. and bromine was added dropwise. The reaction was stirred at room temperature overnight. The precipitate was collected, washed by acetic acid, dichloromethane, minimal water and dried under high vacuum to give the product as brown yellow solid. LCMS-ESI+: calc'd for C9H10N2OS: 195.0 (M+H+). Found: 195.1 (M+H+).

Workup

  1. temperatureThe reaction was cooled to 0° C.
  2. stirringThe reaction was stirred at room temperature overnight
  3. customThe precipitate was collected
  4. washwashed by acetic acid, dichloromethane, minimal water
  5. customdried under high vacuum

Sources & evidence

ORD record
ord-2e0e47c9f14d41dca6ed997d26f43741
Source dataset
uspto-grants-2015_04
Patent number
US09006229B2

Reaction notes

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