Methane → HCID 13370937, compound

HRID 1248035Notes

Reaction equation

HRID 1248035 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-2d6a8eb2a8604bfab8cb8f4910c9db11
Source dataset
uspto-grants-1985_06
Patent number
US04521599

Reaction notes

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