Methylamine → HCID 20080815, compound

HRID 1653846Notes

Reaction equation

HRID 1653846 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13](=[O:14])[CH:12]=[C:11]([CH3:15])O[C:9]=2[CH3:16])=[CH:4][CH:3]=1.[CH3:17][NH2:18]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13](=[O:14])[CH:12]=[C:11]([CH3:15])[N:18]([CH3:17])[C:9]=2[CH3:16])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 20080830HCID 20080830, compound

Product 1

HCID 20080815HCID 20080815, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-(4-Chlorophenyl)-2,6-dimethylpyran-4-one (2.27 g) was heated at 150° with a solution of methylamine in ethanol (35 ml; 33% w/w) in an autoclave for 12 hr. The mixture was concentrated in vacuo, triturated with ether and filtered, to afford the title compound (1.2 g), m.p. 221°-222°, NMR δH (d6 -DMSO) 7.42 (2H, d, J 5 Hz), 7.1 (2H, d, J 5 Hz), 6.1 (1H, s), 3.5 (3H, s), 2.32 (3H, s), 2.15 (3H, s).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customtriturated with ether
  3. filtrationfiltered

Sources & evidence

ORD record
ord-2c5bcd7a5e7d477aa53328f470340ac9
Source dataset
uspto-grants-1995_04
Patent number
US05403934

Reaction notes

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