Water → 3-(2-Carboxypyridin-6-yl)-6-(pyridin-2-yl)-pyridazine

HRID 574190Notes

Reaction equation

HRID 574190 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([C:8]2[N:9]=[N:10][C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=3)=[CH:12][CH:13]=2)[CH:5]=[CH:4][CH:3]=1.[Se](=O)=[O:21].ClC1C=CC=CC=1Cl.[OH2:31]>>[C:1]([C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([C:8]2[N:9]=[N:10][C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=3)=[CH:12][CH:13]=2)[N:7]=1)([OH:21])=[O:31]

Participants

5

Reactant 4

HCID 962WaterHCID 72391,2-DichlorobenzeneHCID 24007Selenium DioxideHCID 64179693-(6-Methylpyridin-2-yl)-6-(pyridin-2-yl)pyridazine

Product 1

HCID 64179713-(2-Carboxypyridin-6-yl)-6-(pyridin-2-yl)-pyridazineYield 74%

Conditions

Temperature
150 °C

Procedure

400 mg (2.42 mmol) of pyridazine 44, 177 mg (1.60 mmol) of selenium dioxide and 7 ml of o-dichlorobenzene are introduced into a 100 ml round-bottomed flask equipped with a condenser. The mixture is heated at 150° C. for 4 hours, and then cooled to ambient temperature. An excess of water is added to the precipitate formed, which is filtered off and washed with water. The solid obtained is dried, so as to give the acid 45 with a yield of 74%.

Workup

  1. customequipped with a condenser
  2. temperaturecooled to ambient temperature
  3. customformed
  4. filtrationwhich is filtered off
  5. washwashed with water
  6. customThe solid obtained
  7. customis dried

Sources & evidence

ORD record
ord-862c866f606343ffa9b1bf435279761d
Source dataset
uspto-grants-2015_05
Patent number
US09034873B2

Reaction notes

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