Hydrazine → 1,3-Diethyl-8-[6-hydrazino-3-pyridyl]xanthine

HRID 14621Notes

Reaction equation

HRID 14621 reaction equation
[CH2:1]([N:4]1[C:13](=[O:14])[C:12]2[NH:11][C:10]([C:15]3[CH:16]=[N:17][C:18](Cl)=[CH:19][CH:20]=3)=[N:9][C:8]=2[N:7]([CH2:22][CH2:23]C)[C:5]1=[O:6])[CH2:2]C.[NH2:25][NH2:26]>C(O)C>[CH2:1]([N:4]1[C:13](=[O:14])[C:12]2[NH:11][C:10]([C:15]3[CH:16]=[N:17][C:18]([NH:25][NH2:26])=[CH:19][CH:20]=3)=[N:9][C:8]=2[N:7]([CH2:22][CH3:23])[C:5]1=[O:6])[CH3:2]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 100890701,3-Dipropyl-8-(6-chloro-3-pyridyl)xanthine

Product 1

HCID 670543861,3-Diethyl-8-[6-hydrazino-3-pyridyl]xanthine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
130 °C

Procedure

Compound 1 (500 mg, 1.44 mmol) and hydrazine (4 ml) were put in a pressure tube. Ethanol (30 ml) was added. The pressure tube was flushed with argon, sealed and stirred at 100-160° C. for 10-16 h. After cooling, the resulting solid was collected and washed with methanol and ether to give compound 138 (40 mg). The product was used in the next step without further purification.

Workup

  1. customThe pressure tube was flushed with argon
  2. customsealed
  3. temperatureAfter cooling
  4. customthe resulting solid was collected
  5. washwashed with methanol and ether

Sources & evidence

ORD record
ord-447fb00910f748da9ab706af618b83d6
Source dataset
uspto-grants-2010_06
Patent number
US07732455B2

Reaction notes

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