Hydrochloric Acid → HCID 69430943, compound

HRID 1593429Notes

Reaction equation

HRID 1593429 reaction equation
CS[C:3]1[N:8]=[CH:7][C:6]([C:9]2[O:13][C:12]([C:14]3[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=3)=[C:11]([C:20]3[CH:21]=[C:22]4[C:26](=[CH:27][CH:28]=3)[C:25](=[O:29])[CH2:24][CH2:23]4)[CH:10]=2)=[CH:5][N:4]=1.Cl.OO.[S:33]([O-:37])([O-])(=[O:35])=S.[Na+].[Na+].[C:40](=O)([O-])O.[Na+]>O.O.O.[O-][W]([O-])(=O)=O.[Na+].[Na+]>[CH3:40][S:33]([C:3]1[N:4]=[CH:5][C:6]([C:9]2[O:13][C:12]([C:14]3[CH:15]=[CH:16][N:17]=[CH:18][CH:19]=3)=[C:11]([C:20]3[CH:21]=[C:22]4[C:26](=[CH:27][CH:28]=3)[C:25](=[O:29])[CH2:24][CH2:23]4)[CH:10]=2)=[CH:7][N:8]=1)(=[O:37])=[O:35]

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 24477Sodium ThiosulfateHCID 516892Sodium BicarbonateHCID 69428327HCID 69428327, compound

Product 1

HCID 69430943HCID 69430943, compoundYield 46%

Reagents, catalysts & solvents 2

HCID 150191Sodium Tungstate DihydrateCatalystHCID 962WaterSolvent

Procedure

A solution of the product of Step 5 (1.4 g, 3.5 mmol) in water (70 ml) and 2N hydrochloric acid (5.25 ml, 10.5 mmol) was treated with sodium tungstate dihydrate (100 mg, 0.36 mmol) and 30% hydrogen peroxide solution (2.4 g, 21 mmol) and stirred at room temperature for 18 hours. The reaction mixture was poured into aqueous sodium thiosulphate solution, basified with saturated aqueous sodium hydrogen carbonate solution, extracted into dichloromethane, dried (MgSO4) and evaporated in vacuo to afford the title compound (0.70 g, 46%); MS(ES+) m/e 432 [M+H]+.

Workup

  1. extractionextracted into dichloromethane
  2. dry with materialdried (MgSO4)
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-8c15e25864d74b43981cd1e2a13fd6c3
Source dataset
uspto-grants-2007_11
Patent number
US07297694B2

Reaction notes

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