Diethyl Ether → HCID 23331679, compound

HRID 224581Notes

Reaction equation

HRID 224581 reaction equation
[NH2:1][C:2]1[C:3](=[O:15])[N:4]([CH3:14])[C:5](=[O:13])[N:6]([CH2:9][CH:10]([OH:12])[CH3:11])[C:7]=1[NH2:8].C(Cl)(Cl)Cl.[CH3:20][CH2:21]OCC>C(O)(=O)C>[CH3:14][N:4]1[C:3](=[O:15])[C:2]2[NH:1][C:20]([CH3:21])=[N:8][C:7]=2[N:6]([CH2:9][CH:10]([OH:12])[CH3:11])[C:5]1=[O:13]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6212ChloroformHCID 12876541HCID 12876541, compound

Product 1

HCID 23331679HCID 23331679, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

16 g (0.075 mol) of 5,6-diamino-1-(2-hydroxypropyl)-3-methyl-2,4-(1H, 3H)-pyrimidinedione (VI) was refluxed in 35 ml of acetic acid for 15 minutes. To the warm solution 30 ml of chloroform was added and ether was then added slowly. The received crystals were filtered off. Yield 16 g (VII). These crystals were refluxed in 40 ml of 2 N NaOH for 30 minutes and then neutralized with 18 ml of 5 N hydrochloric acid. Crystals were filtered off and recrystallized from 50 ml of water. Yield 6.6 g (VIII). NMR.

Workup

  1. filtrationThe received crystals were filtered off
  2. temperatureThese crystals were refluxed in 40 ml of 2 N NaOH for 30 minutes
  3. filtrationCrystals were filtered off
  4. customrecrystallized from 50 ml of water

Sources & evidence

ORD record
ord-ab22c25947314c9abfd5de90d21d705e
Source dataset
uspto-grants-1980_11
Patent number
US04233303

Reaction notes

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