Hydroxylamine → HCID 178448713, compound

HRID 1097736Notes

Reaction equation

HRID 1097736 reaction equation
[CH2:1]([N:5]1[C:13]2[N:12]=[C:11]([Cl:14])[NH:10][C:9]=2[C:8](=[O:15])[N:7]([CH2:16][CH2:17][CH2:18][CH2:19][C:20]#[N:21])[C:6]1=[O:22])[CH2:2][CH2:3][CH3:4].[NH2:23][OH:24]>CCO>[CH2:1]([N:5]1[C:13]2[N:12]=[C:11]([Cl:14])[NH:10][C:9]=2[C:8](=[O:15])[N:7]([CH2:16][CH2:17][CH2:18][CH2:19][C:20](=[NH:21])[NH:23][OH:24])[C:6]1=[O:22])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 59395771HCID 59395771, compound

Product 1

HCID 178448713HCID 178448713, compoundYield 63.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

5-(3-Butyl-8-chloro-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)pentanenitrile (8.5 g, 26 mmol) was dissolved in EtOH (100 ml). Hydroxylamine (50% in water; 2.6 ml, 39 mmol) was added and the mixture heated at 80° C. for 48 h under nitrogen. The reaction mixture was concentrated in vacuo, the resultant solid washed with methanol and dried to give the title compound as a solid (5.9 g, 47%).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. washthe resultant solid washed with methanol
  3. customdried

Sources & evidence

ORD record
ord-ed02a43005af4093a4963e7d070004af
Source dataset
uspto-grants-2012_03
Patent number
US08143264B2

Reaction notes

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