Hydrochloric Acid → HCID 22730366, compound

HRID 2356050Notes

Reaction equation

HRID 2356050 reaction equation
[CH2:1]([NH2:5])[CH2:2][CH2:3][CH3:4].[Br:6][C:7]1[CH:12]=[CH:11][C:10](F)=[C:9]([N+:14]([O-:16])=[O:15])[CH:8]=1.Cl>CS(C)=O>[Br:6][C:7]1[CH:12]=[CH:11][C:10]([NH:5][CH2:1][CH2:2][CH2:3][CH3:4])=[C:9]([N+:14]([O-:16])=[O:15])[CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8007ButylamineHCID 27363284-Bromo-1-fluoro-2-nitrobenzene

Product 1

HCID 22730366HCID 22730366, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
70 °C

Procedure

A solution of butylamine (1.25 g, 17.1 mmol) in DMSO (14 mL) was treated with 4-bromo-1-fluoro-2-nitrobenzene (1.50 g, 6.82 mmol), heated to 70° C. for 1 hour, added to 1M HCl (60 mL), and extracted with diethyl ether (3×75 mL). The combined extracts were washed with brine (20 mL), dried (Na2SO4), filtered, and concentrated to provide the desired product.

Workup

  1. extractionextracted with diethyl ether (3×75 mL)
  2. washThe combined extracts were washed with brine (20 mL)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-39c81113f331412fb18e540232c54c5f
Source dataset
uspto-grants-2010_07
Patent number
US07754886B2

Reaction notes

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