Nitric Acid → HCID 57500749, compound

HRID 2380809Notes

Reaction equation

HRID 2380809 reaction equation
S(=O)(=O)(O)O.[CH3:6][N:7]1[C:12](=[O:13])[C:11]2[CH:14]=[CH:15][S:16][C:10]=2[N:9]=[N:8]1.[N+:17]([O-])([OH:19])=[O:18]>>[CH3:6][N:7]1[C:12](=[O:13])[C:11]2[CH:14]=[C:15]([N+:17]([O-:19])=[O:18])[S:16][C:10]=2[N:9]=[N:8]1

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 57500748HCID 57500748, compound

Product 1

HCID 57500749HCID 57500749, compoundYield 51.1%

Procedure

To an ice cold (−10° C.) solution of concentrated sulfuric acid (5 mL) was added 3-methylthiopheno[2,3-d]1,2,3-triazin-4-one (0.6 g, 3.6 mmol) for 10 min., nitric acid (0.4 mL, 9 mmol) was added to the above reaction mixture for 5 min and the mixture was attained to rt and stirred for 1 h. The mixture was poured into ice cold water and stirred for 15 min. The precipitated solid was filtered and purified by silica gel column chromatography using hexane-chloroform (1:1) as eluents to give the product as a pale yellow color solid (390 mg, 51%), mp 164-168° C. 1H NMR (400 MHz, DMSO-d6): δ 8.60 (1H, s), 3.99 (3H, s).

Workup

  1. customwas attained to rt
  2. additionThe mixture was poured into ice cold water
  3. stirringstirred for 15 min
  4. filtrationThe precipitated solid was filtered
  5. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-5ea5e641734e4af6957e5afe93148d4b
Source dataset
uspto-grants-2012_09
Patent number
US08258119B2

Reaction notes

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