Methane → HCID 12698868, compound

HRID 1644863Notes

Reaction equation

HRID 1644863 reaction equation
C[C:2]1[CH:3]=[CH:4][C:5](S(O)(=O)=O)=[CH:6][CH:7]=1.CC(=O)CCC(=O)C.[NH2:20][C:21]1[N:22]=[N:23][C:24]([Cl:27])=[CH:25][CH:26]=1.C>C1(C)C=CC=CC=1>[Cl:27][C:24]1[N:23]=[N:22][C:21]([N:20]2[C:6]([CH3:7])=[CH:5][CH:4]=[C:3]2[CH3:2])=[CH:26][CH:25]=1

Participants

6

Reactant 4

HCID 297MethaneHCID 6101p-Toluenesulfonic acidHCID 80352,5-HexanedioneHCID 216436-Amino-3-chloropyridazine

Product 1

HCID 12698868HCID 12698868, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of p-TSA (117 mg, 0.618 mmol), 2,5-hexanedione (4.36 mL, 37.1 mmol) and 3-amino-6-chloropyridazine (4.00 g, 30.9 mmol) in toluene (150 mL) was heated at 140° C. for 5 h in a round bottom flask equipped with a condenser and Dean-Stark apparatus. The reaction mixture was cooled to rt and charcoal was added. The mixture was filtered through CELITE and concentrated in vacuo to afford the title compound i-6a. m/z (ES) 208 (MH)+.

Workup

  1. customequipped with a condenser
  2. temperatureThe reaction mixture was cooled to rt
  3. filtrationThe mixture was filtered through CELITE
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ce6eb82c455f4721b6218d9d8da2a6bb
Source dataset
uspto-grants-2012_02
Patent number
US08124628B2

Reaction notes

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