Diethyl Ether → HCID 20217046, compound

HRID 464613Notes

Reaction equation

HRID 464613 reaction equation
[NH2:1][C:2]1[C:3](=[O:15])[NH:4][C:5](=[O:14])[N:6]([CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[C:7]=1[NH2:8].[CH:16](Cl)(Cl)Cl.CCOCC>C(O)=O>[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])[CH2:10][CH2:11][CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6212ChloroformHCID 10656170HCID 10656170, compound

Product 1

HCID 20217046HCID 20217046, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

37.4 g of 5,6-diamino-1-pentyl-2,4-(1H,3H)-pyrimidinedione (XXXIX) was refluxed in 50 ml of formic acid for 2 h. 50 ml of chloroform was added and ether was then added slowly. The received crystals were filtered off. Yield 36.8 g. The amide was refluxed in 50 ml of 5N NaOH for 2 hours and then neutralized with 5N HCl. The crystals were filtered off and recrystallized from 1.8 l of ethanol. Yield 18.3 g (XXXVIII) NMR (see Table I).

Workup

  1. filtrationThe received crystals were filtered off
  2. temperatureThe amide was refluxed in 50 ml of 5N NaOH for 2 hours
  3. filtrationThe crystals were filtered off
  4. customrecrystallized from 1.8 l of ethanol

Sources & evidence

ORD record
ord-42e33f1a17674613a08f1a28b5689782
Source dataset
uspto-grants-1985_10
Patent number
US04548818

Reaction notes

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