Nitric Acid → HCID 14207938, compound

HRID 580527Notes

Reaction equation

HRID 580527 reaction equation
[CH3:1][C:2]1[S:11][C:5]2[NH:6][CH:7]=[CH:8][C:9](=[O:10])[C:4]=2[CH:3]=1.[N+:12]([O-])([OH:14])=[O:13]>C(O)(=O)C>[N+:12]([C:8]1[C:9](=[O:10])[C:4]2[CH:3]=[C:2]([CH3:1])[S:11][C:5]=2[NH:6][CH:7]=1)([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 20134110HCID 20134110, compound

Product 1

HCID 14207938HCID 14207938, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of 1.65 g of 2-methylthieno[2,3-b]pyridin-4(7H)-one 1 in 45 ml of acetic acid is added dropwise a solution of 1.24 g of concentrated nitric acid (d=1.38) in 5 ml of acetic acid at 110° C. The mixture is heated with stirring at the same temperature for 10 minutes and left on cooling. The resulting crystals are collected by filtration and washed with ethyl acetate to give 1.07 g (51%) of Compound 2 as pale yellow crystals melting at 280°-282° C. (dec.).

Workup

  1. temperatureThe mixture is heated
  2. waitleft
  3. temperatureon cooling
  4. filtrationThe resulting crystals are collected by filtration
  5. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-79aba0d57b644a13b6ba92440819c722
Source dataset
uspto-grants-1988_06
Patent number
US04753951

Reaction notes

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