Benzoyl isothiocyanate → HCID 58033240, compound

HRID 447064Notes

Reaction equation

HRID 447064 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[C:4]([Br:9])[N:3]=1.[C:10]([N:18]=[C:19]=[S:20])(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1COCC1>[C:10]([NH:18][C:19]([NH:8][C:6]1[CH:5]=[C:4]([Br:9])[N:3]=[C:2]([Br:1])[CH:7]=1)=[S:20])(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 68284Benzoyl isothiocyanateHCID 140910412,6-Dibromopyridin-4-amine

Product 1

HCID 58033240HCID 58033240, compoundYield 91.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
65 °C

Procedure

To a solution of 2,6-dibromo-pyridin-4-ylamine (0.80 g, 3.17 mmol) in THF (50 mL) was added benzoylisothiocyanate (0.47 mL, 3.49 mmol). The reaction mixture was heated to 65° C. overnight. After completion of reaction (TLC monitoring), THF was distilled off and the crude solid was filtered and washed with hexane (2×50 mL) to get the desired product as a pale-yellow solid (1.20 g, 91%).

Workup

  1. distillationwas distilled off
  2. filtrationthe crude solid was filtered
  3. washwashed with hexane (2×50 mL)

Sources & evidence

ORD record
ord-739a447e033b4757bf38a5e159b2172f
Source dataset
uspto-grants-2013_07
Patent number
US08481544B2

Reaction notes

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