Sulfuric Acid → HCID 178518766, compound

HRID 1296715Notes

Reaction equation

HRID 1296715 reaction equation
[C:1]1([C:7]2[CH:11]=[C:10]([NH:12][C:13]([NH:15][C:16](=[O:20])OCC)=[S:14])[NH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)O>[OH-].[Na+]>[C:1]1([C:7]2[CH:11]=[C:10]3[NH:12][C:13](=[S:14])[NH:15][C:16](=[O:20])[N:9]3[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 178473561HCID 178473561, compound

Product 1

HCID 178518766HCID 178518766, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Ethyl [(3-phenyl-1H-pyrazol-5-yl)amino]carbothioylcarbamate (8.4 g, 29 mmol) was dissolved in aqueous sodium hydroxide (100 mL, 2N solution) and the resulting solution was stirred at room temperature overnight. This solution was acidified to pH=1 with concentrated sulfuric acid, resulting in heavy precipitation. This precipitate was collected by filtration and dried to give 7-phenyl-2-thioxo-2,3-dihydropyrazolo-[1,5-a][1,3,5]triazin-4(1H)-one (5.7 g, 80%) as a white solid. 1H-NMR (DMSO-d6): δ 7.97 (m, 2H), 7.48 (m, 3H), 6.41 (s, 1H); MS m/z 245 (M+1).

Workup

  1. customresulting in heavy precipitation
  2. filtrationThis precipitate was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-c33d933ea9d042229cf70ce35b5bfa9b
Source dataset
uspto-grants-2007_07
Patent number
US07247626B2

Reaction notes

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