Diethyl Ether → HCID 20217048, compound

HRID 236308Notes

Reaction equation

HRID 236308 reaction equation
[NH2:1][C:2]1[C:3](=[O:15])[NH:4][C:5](=[O:14])[N:6]([CH2:9][CH:10]([CH3:13])[CH2:11][CH3:12])[C:7]=1[NH2:8].[CH:16](Cl)(Cl)Cl.CCOCC>C(O)=O>[CH3:13][CH:10]([CH2:11][CH3:12])[CH2:9][N:6]1[C:7]2[N:8]=[CH:16][NH:1][C:2]=2[C:3](=[O:15])[NH:4][C:5]1=[O:14]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6212ChloroformHCID 54471119HCID 54471119, compound

Product 1

HCID 20217048HCID 20217048, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

17.3 g of 5,6-diamino-1-(2-methyl-1-butyl)-2,4-(1H,3H)-pyrimidinedione (XXXXII) was refluxed in 30 ml of formic acid for 2 h. 20 ml of chloroform was added and ether was then added slowly. The received crystals were filtered off. Yield 17.0 g. The amide was refluxed in 50 ml of 2N NaOH for 2 hours and then neutralized with 5N HCl. The crystals were filtered off and recrystallized from 400 ml of ethanol. Yield 10 g (XXXXI) NMR (see Table I).

Workup

  1. filtrationThe received crystals were filtered off
  2. temperatureThe amide was refluxed in 50 ml of 2N NaOH for 2 hours
  3. filtrationThe crystals were filtered off
  4. customrecrystallized from 400 ml of ethanol

Sources & evidence

ORD record
ord-4909c137d5594d4e91d8dcce7f857971
Source dataset
uspto-grants-1987_02
Patent number
US04644001

Reaction notes

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