Hydrochloric Acid → HCID 178504625, compound

HRID 217289Notes

Reaction equation

HRID 217289 reaction equation
C([O-])(=[S:3])C.[K+].[Cl:6][CH:7]1[CH:19]=[C:11]2[CH2:12][O:13][CH2:14][C:15]3[CH:16]=[CH:17][CH:18]=[C:9]([C:10]=32)[C:8]1([C:22]1[N:27]=[C:26]([S:28]([CH3:30])=[O:29])[N:25]=[C:24](N)[N:23]=1)[C:20]#[N:21].[OH-].[Na+].Cl>CN(C)C=O.O>[Cl:6][CH:7]1[CH:19]=[C:11]2[CH2:12][O:13][CH2:14][C:15]3[CH:16]=[CH:17][CH:18]=[C:9]([C:10]=32)[C:8]1([C:22]1[N:27]=[C:26]([S:28]([CH3:30])=[O:29])[N:25]=[C:24]([SH:3])[N:23]=1)[C:20]#[N:21]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23670855Potassium ethanethioateHCID 131729758HCID 131729758, compound

Product 1

HCID 178504625HCID 178504625, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Potassium thioacetate (2.54 g, 22.2 mmol) was added to a suspension of 4-(5-chloro-6-cyano-1H,3H benzo[de]isochromen-6-yl)-6-methylsulfinyl-[1,3,5]triazin-2-ylamine (4.00 g, 11.1 mmol) in N,N-dimethylformamide (100 mL) at room temperature. After the mixture was stirred at room temperature for 6 hours, an 2N aqueous sodium hydroxide solution (100 mL) was added thereto. After the reaction solution was stirred at room temperature for 30 minutes, the pH was adjusted to 5 to 6 with 1N hydrochloric acid. Water (200 mL) was further added to the solution, and the precipitate was collected by filtration. The precipitate was washed in succession with water and diethyl ether, and then dried under reduced pressure. The title compound was obtained as brown solid (3.25 g, 88%).

Workup

  1. stirringAfter the reaction solution was stirred at room temperature for 30 minutes
  2. filtrationthe precipitate was collected by filtration
  3. washThe precipitate was washed in succession with water and diethyl ether
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-31871cbab12347cd824ef51313e43fb6
Source dataset
uspto-grants-2012_06
Patent number
US08193351B2

Reaction notes

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