Water → HCID 178456517, compound

HRID 1271608Notes

Reaction equation

HRID 1271608 reaction equation
[CH2:1]([N:4]1[C:11]([NH2:12])=[C:10]([NH2:13])[C:8](=[O:9])[N:7]([CH2:14][CH2:15][CH3:16])[C:5]1=[O:6])[CH2:2][CH3:3].[OH:17][C:18]1[N:23]=[N:22][C:21]([C:24](O)=O)=[CH:20][CH:19]=1.Cl.CN(C)CCCN=C=NCC.O>CO>[CH2:14]([N:7]1[C:8](=[O:9])[C:10]2[NH:13][C:24]([C:21]3[N:22]=[N:23][C:18]([OH:17])=[CH:19][CH:20]=3)=[N:12][C:11]=2[N:4]([CH2:1][CH2:2][CH3:3])[C:5]1=[O:6])[CH2:15][CH3:16]

Participants

6

Reactant 4

HCID 962WaterHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 50986055,6-Diamino-1,3-dipropyl-2,4(1H,3H)-pyrimidinedioneHCID 1785245006-hydroxypyridazine-3-carboxylic acid

Product 1

HCID 178456517HCID 178456517, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1,3-dipropyl-5,6-diaminouracil (2.2 mmol) in methanol was added an equimolar amount of 6-hydroxy-pyridazine-3-carboxylic acid, followed by a slight excess of DCl ((N-(3-(dimethylamino)propyl)-N′ethylcarbodiimide hydrochloride). The mixture was stirred at room temperature for 4–5 hours until complete by TLC. Water was then added and the precipitate removed by filtration. The solid was dissolved in 10% aqueous NaOH (20 mL), then heated at 70° C. for 30 minutes. After cooling to room temperature, the reaction mixture was acidified to pH=5 with 10% hydrochloric acid and the precipitated product collected by filtration.

Workup

  1. customthe precipitate removed by filtration
  2. dissolutionThe solid was dissolved in 10% aqueous NaOH (20 mL)
  3. temperatureheated at 70° C. for 30 minutes
  4. temperatureAfter cooling to room temperature
  5. filtrationthe precipitated product collected by filtration

Sources & evidence

ORD record
ord-4cbf557105954faa907b63bdce19f9c5
Source dataset
uspto-grants-2007_04
Patent number
US07205403B2

Reaction notes

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