Sulfuric Acid → HCID 21266526, compound

HRID 566728Notes

Reaction equation

HRID 566728 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:8]2[C:13]([C:14]3[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=3)=[CH:12][NH:11][C:10](=O)[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.OC1[NH:27][C:26](=O)[CH:25]=[C:24]([C:29]2[CH:30]=[C:31](C)[CH:32]=[CH:33][CH:34]=2)C1C1C=CN=CC=1.OS(O)(=O)=O>C(Cl)(Cl)Cl>[C:29]1([CH2:24][CH2:25][CH2:26][NH:27][C:10]2[CH:9]=[C:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[CH:3]=3)[C:13]([C:14]3[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=3)=[CH:12][N:11]=2)[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 21266445HCID 21266445, compoundHCID 21266528HCID 21266528, compound

Product 1

HCID 21266526HCID 21266526, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
55 °C

Procedure

Preparation of 4-(3-methylphenyl)-5-(4-pyridyl)-1H-pyrid-one To a solution of 6-hydroxy-4-m-tolyl-5,6-dihydro-1H-[5,4′]bipyridinyl-2-one (83 mg, 0.29 mmole) in CHCl3 (3 mL) at r.t. was added 2 ml of conc. H2SO4. The resulting mixture was heated to 55° C. for 2 hr. The mixture was cooled down to r.t. and was carefully quenched with aqueous sodium carbonate. Standard work up (extraction of compound with methylene chloride), followed by purification (silica gel, methanol/methylene chloride) gave the title compound.

Workup

  1. temperatureThe mixture was cooled down to r.t.
  2. customwas carefully quenched with aqueous sodium carbonate
  3. extractionStandard work up (extraction of compound with methylene chloride)
  4. customfollowed by purification (silica gel, methanol/methylene chloride)

Sources & evidence

ORD record
ord-156082663a234f08981c25041ef8ae6e
Source dataset
uspto-grants-2001_01
Patent number
US06174901B1

Reaction notes

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