Hydrochloric Acid → HCID 178423568, compound

HRID 1404905Notes

Reaction equation

HRID 1404905 reaction equation
Cl[C:2]1[CH:8]=[CH:7][C:6]([CH3:9])=[CH:5][C:3]=1[NH2:4].C([O-])([O-])=O.[K+].[K+].[C:16](=[S:18])=[S:17].Cl>CN(C=O)C.O>[CH3:9][C:6]1[CH:7]=[CH:8][C:2]2[S:17][C:16]([SH:18])=[N:4][C:3]=2[CH:5]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6348Carbon DisulfideHCID 11430Potassium CarbonateHCID 667702-Chloro-5-methylaniline

Product 1

HCID 178423568HCID 178423568, compoundYield 27.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
150 °C

Procedure

To a suspension of 2-chloro-5-methyl aniline (9, 1.00 g, 7.06 mmol) and K2CO3 (2.80 g, 28.2 mmol) in DMF (20 mL) was added CS2 (0.50 mL, 8.50 mmol) under N2 at room temperature. The reaction mixture was heated at 150° C. for 16 h. After cooling, the reaction mixture was diluted with water (30 mL) and acidified with 1N HCl. The precipitate was collected by filtration, washed with water, and dried over P2O5 under vacuum to yield compound 10 (0.35 g, 27%).

Workup

  1. temperatureAfter cooling
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water
  4. dry with materialdried over P2O5 under vacuum

Sources & evidence

ORD record
ord-d3accf23502b496b89d59a0da8a308ad
Source dataset
uspto-grants-2014_12
Patent number
US08916550B2

Reaction notes

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