Nitric Acid → HCID 14207946, compound

HRID 580533Notes

Reaction equation

HRID 580533 reaction equation
[NH:1]1[CH:6]=[CH:5][C:4](=[O:7])[C:3]2=[CH:8][S:9][CH:10]=[C:2]12.[N+:11]([O-])([OH:13])=[O:12]>C(O)(=O)C>[N+:11]([C:5]1[C:4](=[O:7])[C:3]2[C:2](=[CH:10][S:9][CH:8]=2)[NH:1][CH:6]=1)([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 20134111HCID 20134111, compound

Product 1

HCID 14207946HCID 14207946, compoundYield 48.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
70 °C

Procedure

To a suspension of 4.00 g of thieno[3,4-b]pyridin-4(1H)-one 9 in 120 ml of acetic acid is added 3.00 g of nitric acid (d=1.38). The reaction mixture is stirred at 70° C. for 3 minutes and cooled to room temperature. The resulting crystals are collected by filtration, and then washed with water and methanol-ether, affording 2.51 g (48%) of Compound 10. An analytical sample is recrystallized from dimethylsulfoxide-methanol to give yellow crystals melting at 329°-332° C.

Workup

  1. temperaturecooled to room temperature
  2. filtrationThe resulting crystals are collected by filtration
  3. washwashed with water and methanol-ether

Sources & evidence

ORD record
ord-96540de75fd34db589943b52790753a8
Source dataset
uspto-grants-1988_06
Patent number
US04753951

Reaction notes

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