Ammonia → HCID 136404505, compound

HRID 2165822Notes

Reaction equation

HRID 2165822 reaction equation
[OH:1][CH2:2][CH:3]([CH2:17][OH:18])[CH2:4][CH2:5][N:6]1[CH:14]=[N:13][C:12]2[C:11](=[O:15])[NH:10][C:9]([NH2:16])=[N:8][C:7]1=2.N>O>[OH2:1].[OH:1][CH2:2][CH:3]([CH2:17][OH:18])[CH2:4][CH2:5][N:6]1[CH:14]=[N:13][C:12]2[C:11](=[O:15])[NH:10][C:9]([NH2:16])=[N:8][C:7]1=2

Participants

4

Reactant 2

HCID 222AmmoniaHCID 135398748Penciclovir

Product 1

HCID 136404505HCID 136404505, compoundYield 129.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

9-(4-Hydroxy-3-hydroxymethylbut-1-yl)guanine (3.0 g) was suspended in water (150 ml) and concentrated aqueous ammonia was added until complete dissolution occurred. The solution was allowed to stand in a well ventilated place for 44 h and was then filtered to afford large clear crystals of 9-(4-hydroxy-3-hydroxymethylbut-1yl)guanine monohydrate (2.08 g). Found: C, 44.09; H, 6.33; N, 25.72%. C10H15N5O3.H2O requires C, 44.28; H, 6.32; N, 25.82%. The mother liquor was left for a further 68 h (final pH=9.0) and filtered to give small clear crystals of 9-(4-hydroxy-3-hydroxymethylbut-1yl)guanine monohydrate (0.83 g). Found: C, 44.29; H, 6.27; N, 25.83%. C10H15N5O3.H2O requires C, 44.28; H, 6.32; N, 25.82%. Total 2.91 g, 91%.

Workup

  1. filtrationwas then filtered

Sources & evidence

ORD record
ord-d2fe0afa10314ca19a782ffcb7681f9e
Source dataset
uspto-grants-1990_07
Patent number
US04942166

Reaction notes

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