HCID 68441993, compound → Methyl 2-oxo-2,3-dihydro-1h-pyrido[2,3-b][1,4]thiazine-7-carboxylate

HRID 1435860Notes

Reaction equation

HRID 1435860 reaction equation
[CH3:1][O:2][C:3](=[O:19])[C:4]1[CH:9]=[C:8]([N+:10]([O-])=O)[C:7]([S:13][CH2:14][C:15](OC)=[O:16])=[N:6][CH:5]=1>C(O)(=O)C.[Fe]>[CH3:1][O:2][C:3]([C:4]1[CH:5]=[N:6][C:7]2[S:13][CH2:14][C:15](=[O:16])[NH:10][C:8]=2[CH:9]=1)=[O:19]

Participants

4

Reactant 1

HCID 68441993HCID 68441993, compound

Product 1

HCID 17981264Methyl 2-oxo-2,3-dihydro-1h-pyrido[2,3-b][1,4]thiazine-7-carboxylateYield 108.5%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
60 °C

Procedure

6-Methoxycarbonylmethylsulfanyl-5-nitro-nicotinic acid methyl ester (1.0 g) in acetic acid (50 mL) was treated with iron powder (10 g) and the mixture was stirred and heated at 60° C. for 1 hour, cooled and filtered. The filtrate was evaporated, treated with sodium bicarbonate solution and extracted with warm chloroform. It was dried (anhydrous sodium sulfate) and evaporated to give a white solid (0.85 g).

Workup

  1. temperaturecooled
  2. filtrationfiltered
  3. customThe filtrate was evaporated
  4. additiontreated with sodium bicarbonate solution
  5. extractionextracted with warm chloroform
  6. dry with materialIt was dried (anhydrous sodium sulfate)
  7. customevaporated

Sources & evidence

ORD record
ord-60edfad43bed43e7a7aa6163017b04fa
Source dataset
uspto-grants-2009_11
Patent number
US07618959B2

Reaction notes

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