Methane → Lcb-2183

HRID 326876Notes

Reaction equation

HRID 326876 reaction equation
[CH:1]([CH:3]=O)=O.[NH2:5][C:6]1[C:7](=[O:17])[NH:8][C:9]([CH2:13][O:14][CH2:15][CH3:16])=[N:10][C:11]=1[NH2:12].C>O>[CH2:15]([O:14][CH2:13][C:9]1[NH:8][C:7](=[O:17])[C:6]2[C:11](=[N:12][CH:1]=[CH:3][N:5]=2)[N:10]=1)[CH3:16]

Participants

5

Reactant 3

HCID 297MethaneHCID 7860GlyoxalHCID 1357498055,6-diamino-2-(ethoxymethyl)-4(3H)-pyrimidinone

Product 1

HCID 135418284Lcb-2183

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3.5 g (0.024 mole) of a 40% aqueous solution of glyoxal are added to a suspension of 3.7 g (0.020 mole) of 5,6-diamino-2-(ethoxymethyl)-4(3H)-pyrimidinone in 30 ml of water. The mixture is brought gradually to reflux and kept refluxing for 1 hour. After the addition of Norit, refluxing is continued for a further 10 minutes and the reaction mixture is then filtered. The aqueous solution obtained is extracted with dichloromethane. These organic extracts are treated as in section c of Example 25. Yld: 2.5 g (61%), m.p. 168°-169° C. The product is identical to that obtained in Example 1.

Workup

  1. temperatureto reflux
  2. temperaturekept refluxing for 1 hour
  3. temperaturerefluxing
  4. filtrationthe reaction mixture is then filtered
  5. customThe aqueous solution obtained
  6. extractionis extracted with dichloromethane
  7. additionThese organic extracts are treated as in section c of Example 25
  8. customthat obtained in Example 1

Sources & evidence

ORD record
ord-7667ce560c624e3cbbd3c9ce5d6e14bb
Source dataset
uspto-grants-1993_12
Patent number
US05270465

Reaction notes

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