Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

N,9-Diacetylguanine

Related Products

Hot Products

Name

N,9-Diacetylguanine

EINECS 221-287-0
CAS No. 3056-33-5 Density 1.67 g/cm3
PSA 109.74000 LogP -0.18890
Solubility Insoluble in water Melting Point 285 °C(lit.)
Formula C9H9N5O3 Boiling Point N/A
Molecular Weight 235.202 Flash Point N/A
Transport Information N/A Appearance white or brownish crystalline powder
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 3056-33-5 (N,9-Diacetylguanine) Hazard Symbols IrritantXi
Synonyms

Guanine,N,9-diacetyl- (7CI,8CI);2,9-Diacetylguanine;N2,9-Diacetylguanine;N-(9-acetyl-6-oxo-6,9-dihydro-3H-purin-2-yl)acetamide;acetamide, N-(9-acetyl-6,9-dihydro-6-oxo-1H-purin-2-yl)-;N-(9-Acetyl-6-hydroxy-9H-purin-2-yl)acetamide;N-(9-Acetyl-6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide;

Article Data 20

N,9-Diacetylguanine Synthetic route

73-40-5

2-amino-1,9-dihydro-6H-purin-6-one

108-24-7

acetic anhydride

3056-33-5

2,9-diacetylguanine

Conditions
ConditionsYield
In N,N-dimethyl acetamide at 160℃; for 18h;97%
In N,N-dimethyl-formamide at 160℃; for 2h; Acetylation;95%
for 16h; Heating;95%
108-24-7

acetic anhydride

A

3056-33-5

2,9-diacetylguanine

B

13035-61-5

1,2,3,5-tetraacetylribose

Conditions
ConditionsYield
Stage #1: acetic anhydride; G at 136℃; for 1h;
Stage #2: With trifluoroacetic acid at 60 - 100℃;
A 96%
B 86%

guanine powder

108-24-7

acetic anhydride

3056-33-5

2,9-diacetylguanine

Conditions
ConditionsYield
With acetic acid at 135℃; for 7.5h;95%
73-40-5

2-amino-1,9-dihydro-6H-purin-6-one

75-36-5

acetyl chloride

3056-33-5

2,9-diacetylguanine

Conditions
ConditionsYield
With pyridine; dmap at -5 - 20℃;91.7%
73-40-5

2-amino-1,9-dihydro-6H-purin-6-one

108-24-7

acetic anhydride

A

137226-08-5

N,N'-diacetylguanine

B

3056-33-5

2,9-diacetylguanine

Conditions
ConditionsYield
In acetic acid at 140℃; for 18h; Yield given. Title compound not separated from byproducts;
73-40-5

2-amino-1,9-dihydro-6H-purin-6-one

3056-33-5

2,9-diacetylguanine

Conditions
ConditionsYield
With acetic anhydride
3056-33-5

2,9-diacetylguanine

19962-37-9

N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide

Conditions
ConditionsYield
In ethanol; water for 2h; Reflux;98%
With ethanol In water Reflux;
In ethanol; water at 80℃;12 g
59278-00-1

2-acetoxyethyl acetoxymethyl ether

3056-33-5

2,9-diacetylguanine

75128-73-3

2-acetylamino-9-(2-acetoxyethoxymethyl)purine-6-one

Conditions
ConditionsYield
at 105℃; for 80h;95.1%
With toluene-4-sulfonic acid In toluene at 110℃; Temperature; Large scale;94.3%
3056-33-5

2,9-diacetylguanine

73-40-5

2-amino-1,9-dihydro-6H-purin-6-one

Conditions
ConditionsYield
With sodium hydroxide In water for 1h; Heating;95%
83-01-2

diphenylcarbamic chloride

3056-33-5

2,9-diacetylguanine

112233-74-6

N2-acetyl-O6-(diphenylcarbamoyl)guanine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In pyridine for 1h; Ambient temperature;92%
Stage #1: diphenylcarbamic chloride; 2,9-diacetylguanine With pyridine; N-ethyl-N,N-diisopropylamine for 4h;
Stage #2: In ethanol; water at 70℃; for 3.5h;
91%
With ethanol; N-ethyl-N,N-diisopropylamine 1.) pyridine, room temp., 1 h, 2.) heating; Yield given. Multistep reaction;
Stage #1: diphenylcarbamic chloride; 2,9-diacetylguanine With pyridine; N-ethyl-N,N-diisopropylamine at 20℃; for 2h;
Stage #2: With ethanol; water for 1.5h; Heating / reflux;

N,9-Diacetylguanine Specification

The Acetamide,N-(9-acetyl-6,9-dihydro-6-oxo-1H-purin-2-yl)-, with the CAS registry number 3056-33-5 and EINECS registry number 221-287-0, has the systematic name of N-(9-acetyl-6-oxo-6,9-dihydro-3H-purin-2-yl)acetamide. It is a kind of white or brownish crystalline powder, and belongs to the following product categories: Pyridines, Pyrimidines, Purines and Pteredines; Purine; Nucleotides and Nucleosides; Biochemistry; Nucleobases and their analogs; Nucleosides, Nucleotides & Related Reagents; Bases & Related Reagents; Nucleotides; Building Blocks; Heterocyclic Building Blocks; Purines. The molecular formula of the chemical is C9H9N5O3. It is always used in biochemical research. 

The physical properties of Acetamide,N-(9-acetyl-6,9-dihydro-6-oxo-1H-purin-2-yl)- are as followings: (1)ACD/LogP: -2.41; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.41; (4)ACD/LogD (pH 7.4): -2.43; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1.17; (8)ACD/KOC (pH 7.4): 1.11; (9)#H bond acceptors: 8; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 87.87 Å2; (13)Index of Refraction: 1.752; (14)Molar Refractivity: 57.27 cm3; (15)Molar Volume: 140.2 cm3; (16)Polarizability: 22.7×10-24cm3; (17)Surface Tension: 71.1 dyne/cm; (18)Density: 1.67 g/cm3.  

Preparation: This chemical can be prepared by 2-amino-1,7(9)-dihydro-purin-6-one and acetic acid anhydride. The reaction will need reagent DMAP, and the menstruum acetic acid. The reaction time is 8 hours with temperature of 160°C, and the yield is about 88%. 

Uses of Acetamide,N-(9-acetyl-6,9-dihydro-6-oxo-1H-purin-2-yl)-: It can react with 2,3-dichlorotetrahydrofuran to produce trans-9-(3-chlorotetrahydrofuran-2-yl)guanine. This reaction will need reagent bis(p-nitrophenyl)phosphate, and the menstruum tetrahydrothiophene 1,1-dioxide. The reaction time is 16 hours with temperature of 100°C, and the yield is about 59.7%. 

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(NC/1=N/C(=O)c2ncn(c2N\1)C(=O)C)C
(2)InChI: InChI=1/C9H9N5O3/c1-4(15)11-9-12-7-6(8(17)13-9)10-3-14(7)5(2)16/h3H,1-2H3,(H2,11,12,13,15,17)
(3)InChIKey: GILZZWCROUGLIS-UHFFFAOYAM

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 3056-33-5