Methane → HCID 13370937, compound

HRID 1732102Notes

Reaction equation

HRID 1732102 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[O:13][C:12](=O)[NH:11][C:10](=[O:15])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH3:16][NH2:17].C>CO>[CH3:16][N:17]1[C:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=2)=[CH:9][C:10](=[O:15])[NH:11][C:12]1=[O:13]

Participants

5

Reactant 3

HCID 297MethaneHCID 6329MethylamineHCID 13370936HCID 13370936, compound

Product 1

HCID 13370937HCID 13370937, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 490 mg (2.36 mM) of 6-m-fluorophenyl-1,3-oxazine-2,4-dione of Preparation IIa(1) is added 30.0 ml of a 40 percent aq. CH3NH2 solution. The reaction solution is heated at reflux for 18 hours. The solution is cooled and evaporated to dryness, under vacuum, to yield an amber solid. The solid is dissolved in CH3OH (hot), treated with darco, filtered and the CH3OH filtrate is evaporated to a white solid. The solid is recrystallized from H2O to yield 280 mg (54 percent) (m.p.: 192-194) of 1-N-methyl-6-m-fluorophenyl-2,4-pyrimidine-dione.

Workup

  1. temperatureThe reaction solution is heated
  2. temperatureat reflux for 18 hours
  3. temperatureThe solution is cooled
  4. customevaporated to dryness, under vacuum
  5. customto yield an amber solid
  6. filtrationfiltered
  7. customthe CH3OH filtrate is evaporated to a white solid
  8. customThe solid is recrystallized from H2O

Sources & evidence

ORD record
ord-62f3b5ed8fec47bba3bbb35a01091d0c
Source dataset
uspto-grants-1986_11
Patent number
US04625028

Reaction notes

Loading…