HCID 178494700, compound → HCID 178494546, compound

HRID 1724851Notes

Reaction equation

HRID 1724851 reaction equation
COC(=O)[C:4]1[C:9]([OH:10])=[C:8]([N+:11]([O-:13])=[O:12])[C:7]([OH:14])=[N:6][C:5]=1[CH2:15][O:16][CH3:17]>Cl>[CH3:17][O:16][CH2:15][C:5]1[N:6]=[C:7]([OH:14])[C:8]([N+:11]([O-:13])=[O:12])=[C:9]([OH:10])[CH:4]=1

Participants

3

Reactant 1

HCID 178494700HCID 178494700, compound

Product 1

HCID 178494546HCID 178494546, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
120 °C

Procedure

4,6-Dihydroxy-2-methoxymethyl-5-nitro-nicotinic acid methyl ester (2.00 g, 7.75 mmol) is placed in concentrated hydrochloric acid (100 mL) and heated in a bomb at 120° C. overnight. The reaction mixture is cooled in an ice bath and poured onto ice (200 g). A white precipitate formed. The precipitate is collected and dried in a vacuum oven to afford the title compound.

Workup

  1. temperatureThe reaction mixture is cooled in an ice bath
  2. additionpoured onto ice (200 g)
  3. customA white precipitate formed
  4. customThe precipitate is collected
  5. customdried in a vacuum oven

Sources & evidence

ORD record
ord-853f39eccd624c73996da93d7639978d
Source dataset
uspto-grants-2009_02
Patent number
US07488740B2

Reaction notes

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