Hydrochloric Acid → HCID 178509540, compound

HRID 1404907Notes

Reaction equation

HRID 1404907 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1Cl)[C:5]#[N:6].[C:11](=[S:16])(OCC)[S-:12].[K+].Cl>CN(C=O)C.O>[C:5]([C:4]1[CH:7]=[CH:8][C:9]2[S:12][C:11]([SH:16])=[N:1][C:2]=2[CH:3]=1)#[N:6]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 1044643-Amino-4-chlorobenzonitrileHCID 2735045Potassium ethylxanthate

Product 1

HCID 178509540HCID 178509540, compoundYield 76.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
115 °C

Procedure

A mixture of 3-amino-4-chloro benzonitrile (13, 0.50 g, 3.28 mmol) and potassium O-ethyl dithiocarbonate (1.05 g, 6.55 mmol) in DMF (15 mL) was heated overnight at 110-120° C. under N2. After cooling, the reaction mixture was diluted with water and acidified with 1N HCl. The precipitate was collected by filtration, washed with water, and dried under vacuum to yield 14 (0.48 g, 76%).

Workup

  1. temperatureAfter cooling
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-58491280b04643bcbe6067d240e6a43f
Source dataset
uspto-grants-2014_12
Patent number
US08916550B2

Reaction notes

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