N-2-Acetylguanine Chemical Properties

Melting point:

260 °C

Boiling point:

329.37°C (rough estimate)

Density 

1.4225 (rough estimate)

refractive index 

1.8000 (estimate)

storage temp. 

Sealed in dry,Store in freezer, under -20°C

solubility 

DMSO (Slightly)

form 

Powder

pka

9.06±0.20(Predicted)

color 

White to beige

Water Solubility 

practically insoluble

CAS DataBase Reference

19962-37-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25-36-26

HS Code 

29335995

MSDS

• Language:English Provider:N-(6-Oxo-3,7-dihydropurin-2-yl)acetamide
• Language:English Provider:ACROS

N-2-Acetylguanine Usage And Synthesis

Chemical Properties

White Crystalline

Uses

Protected guanine

Synthesis

The general procedure for the synthesis of N-(6-hydroxy-9H-purin-2-yl)acetamide from guanine is as follows:Example 52 Preparation of N2-acetyl guanine. Guanine (10.1 g) was suspended in N,N-dimethylacetamide (100 ml) followed by the addition of acetic anhydride (20 ml). The reaction mixture was stirred under reflux conditions for 2 h followed by thermal filtration. The filtrate was cooled to room temperature and the precipitated solid was filtered. The solid was suspended in ethanol (66 ml) and stirred for 1.5 hours and then filtered. The resulting solid was placed in 50% ethanol and stirred at reflux for 3 hours, followed by cooling of the solution. The solid product was obtained by filtration, washed with 50% ethanol and dried to give the target compound N2-acetylguanine (9.36 g, 72.7% yield) as a white solid.1H NMR (DMSO-d6) δ 13.14 (broad peak, 1H), 12.14 (broad peak, 1H), 11.67 (broad peak, 1H), 8.10 (broad peak, 1H), 2.28 ( single peak, 3H).

References

[1] Patent: US6034087, 2000, A
[2] Organic Letters, 2015, vol. 17, # 20, p. 4933 - 4935

N-2-Acetylguanine(19962-37-9)Related Product Information

• Acetylcholine
• Guanine
• Acetamide
• Acetoacetamide
• Acetaminophen
• 6-Thioguanine
• 9-[(2-Acetoxyethoxy)methyl]-N2-acetylguanine
• N,N-Dimethylacetamide
• 6-O-Methyl-guanine
• N2-Benzoyl-D-guanosine
• N2-Isobutyryl-2'-deoxyguanosine
• 5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine
• DMT-dG(ib) Phosphoramidite
• N,9-Diacetylguanine
• 2',3',5'-Triacetylguanosine
• 6-Hydroxypurine
• 5'-DIMETHOXYTRITYL-N2-PHENOXYACETYL-2'-DEOXYGUANOSINE-3'-(2-CYANOETHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE
• N2,2'-O-DIBUTYRYLGUANOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT