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Hydrazine → 1-amino-2-imino-3-pentyl-1,2,3,7-tetrahydro-6H-purin-6-one

HRID 2368613
Notes
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Reaction equation

HRID 2368613 reaction equation
[NH:1]=[C:2]1[N:10]([CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[C:9]2[N:8]=[CH:7][NH:6][C:5]=2[C:4](=[O:16])[NH:3]1.[NH2:17]N>O>[NH2:17][N:3]1[C:4](=[O:16])[C:5]2[NH:6][CH:7]=[N:8][C:9]=2[N:10]([CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[C:2]1=[NH:1]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 9321HydrazineHCID 178446159HCID 178446159, compound

Product 1

HCID 576003161-amino-2-imino-3-pentyl-1,2,3,7-tetrahydro-6H-purin-6-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 2-imino-3-pentyl-1,2,3,7-tetrahydro-6h-purin-6-one (750 mg, 3.39 mmol) and 18 m of hydrazine in water (30 ml) was stirred at 150° C. for 30 min on a microwave reactor. The reaction was diluted with water and extracted with ethyl acetate three times, dried with sodium sulfate, filtered, and concentrated in vacuo to yield the crude product for next step without further purification. LCMS calculated for C10H17N6O (M+H): 237.1. Found: 237.2.

Workup

  1. extractionextracted with ethyl acetate three times
  2. dry with materialdried with sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8e2e95389c33413ea704eb9f5c5cccc4
Source dataset
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08703783B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes