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

HRID 2105172Notes

Reaction equation

HRID 2105172 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

1,3-dipropyl-8-(6-chloro-3-pyridyl)xanthine (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 1 (400 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-1f57724dfa8749889aee9ac87065816e
Source dataset
uspto-grants-2009_08
Patent number
US07579348B2

Reaction notes

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