Dimethylformamide → HCID 61066807, compound

HRID 533927Notes

Reaction equation

HRID 533927 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5](Cl)=[N:6][CH:7]=1.[CH2:9]([SH:13])[CH2:10][CH2:11][CH3:12].C(=O)([O-])[O-].[Cs+].[Cs+].CN(C=O)C>O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([S:13][CH2:9][CH2:10][CH2:11][CH3:12])=[N:6][CH:7]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8012ButanethiolHCID 10796Cesium carbonateHCID 27344145-Bromo-2-chloropyridine

Product 1

HCID 61066807HCID 61066807, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 5-bromo-2-chloro-pyridine (2.0 g), 1-butanethiol (1.3 mL), cesium carbonate (4.5 g) and DMF (5 mL) was heated to 60° C. for 3 hours. The mixture was diluted with water and extracted three times with EA. The combined organic phases were washed with brine, dried (Na2SO4) and concentrated to provide the subtitle compound. MS ESI+: m/z=246 [M+H]+.

Workup

  1. extractionextracted three times with EA
  2. washThe combined organic phases were washed with brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-0e762b4fd43a4676b9decffe9bfc4430
Source dataset
uspto-grants-2014_10
Patent number
US08853412B2

Reaction notes

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