Bromine → HCID 178514141, compound

HRID 908606Notes

Reaction equation

HRID 908606 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH:8]2[CH2:10][CH2:9]2)[N:5]=[C:4]([OH:11])[CH:3]=1.[S-:12][C:13]#[N:14].[K+].BrBr>O.CN(C)C=O.N1C=CC=CC=1>[NH2:1][C:2]1[N:7]=[C:6]([CH:8]2[CH2:9][CH2:10]2)[N:5]=[C:4]([OH:11])[C:3]=1[S:12][C:13]#[N:14]

Participants

7

Reactant 3

HCID 24408BromineHCID 516872Potassium thiocyanateHCID 178507949HCID 178507949, compound

Product 1

HCID 178514141HCID 178514141, compoundYield 96.8%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 1049PyridineSolventHCID 6228DimethylformamideSolvent2×

Conditions

Temperature
40 °C

Procedure

To a mixed solution of the compound (0.30 g) obtained in Step 1, potassium thiocyanate (0.77 g) and N,N-dimethylformamide (6.0 ml) was added pyridine (0.29 ml) at 90° C. After allowing to cool to 40° C., a mixed solution of bromine (0.15 ml) and N,N-dimethylformamide (1.0 ml) was added, and the mixture was stirred at room temperature for 1 hr. Under ice-cooling, water (12 ml) was added to the reaction solution, and the precipitated solid was collected by filtration, washed with water and dried to give the title compound (0.40 g).

Workup

  1. temperatureUnder ice-cooling
  2. filtrationthe precipitated solid was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-37ba23c05f434df1b7c5f0ba80795c8a
Source dataset
uspto-grants-2011_09
Patent number
US08017612B2

Reaction notes

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