Formaldehyde → HCID 22614881, compound

HRID 842682Notes

Reaction equation

HRID 842682 reaction equation
[Cl:1][C:2]1[C:3]([N:17]2[CH:21]=[N:20][N:19]=[C:18]2[C:22]2[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=2)=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[N:8]=[C:7]([O:13][CH3:14])[C:6]([O:15][CH3:16])=[N:5]2.[CH2:28]=[O:29]>C(O)(=O)C>[Cl:1][C:2]1[C:3]([N:17]2[C:18]([C:22]3[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=3)=[N:19][N:20]=[C:21]2[CH2:28][OH:29])=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[N:8]=[C:7]([O:13][CH3:14])[C:6]([O:15][CH3:16])=[N:5]2

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 22614854HCID 22614854, compound

Product 1

HCID 22614881HCID 22614881, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
125 °C

Procedure

A suspension of 6,7-dichloro-2,3-dimethoxy-5-[3-(3-pyridyl)-4H-1,2,4-triazol-4-yl]quinoxaline (Preparation 98, 1.008 g, 2.5 mmol) and paraformaldehyde (0.75 g, 25 mmol) in acetic acid (14 mL) was heated at 125° C. for 3 hours in a sealed vessel. After being cooled, the mixture was concentrated under reduced pressure and the residue was purified by flash chromatography on silica gel, by gradient elution using dichloromethane:methanol (1:0 changing to 95:5, by volume) to afford the title compound (0.60 g, 56%) as a white solid, mp 209-210° C.

Workup

  1. temperatureAfter being cooled
  2. concentrationthe mixture was concentrated under reduced pressure
  3. customthe residue was purified by flash chromatography on silica gel, by gradient elution

Sources & evidence

ORD record
ord-06188e9521834fbeabf522b3d2ca5542
Source dataset
uspto-grants-2002_04
Patent number
US06376490B1

Reaction notes

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