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2-Nitroaminoimidazoline

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Name

2-Nitroaminoimidazoline

EINECS N/A
CAS No. 5465-96-3 Density 1.818 g/cm3
PSA 82.24000 LogP -0.09230
Solubility N/A Melting Point 219-220 °C
Formula C3H6N4O2 Boiling Point 255.06 °C at 760 mmHg
Molecular Weight 130.106 Flash Point 108.057 °C
Transport Information N/A Appearance white crystalline powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 5465-96-3 (2-Nitroaminoimidazoline) Hazard Symbols N/A
Synonyms

Imidazolidine,2-(nitroimino)- (6CI,7CI);2-Nitriminoimidazolidine;2-Nitramino-2-imidazoline;2-(Nitroimino)imidazolidine;2-(Nitroamino)-2-imidazoline;2-Nitroiminoimidazole;4,5-Dihydro-N-nitro-1H-imidazol-2-amine;

Article Data 24

2-Nitroaminoimidazoline Synthetic route

141972-53-4

S,S-dimethyl N-(nitro)imidodithiocarbonate

5465-96-3

2-(nitroimino)imidazolidine

Conditions
ConditionsYield
With ethylenediamine In chloroform96.1%
107-15-3

ethylenediamine

141972-53-4

S,S-dimethyl N-(nitro)imidodithiocarbonate

5465-96-3

2-(nitroimino)imidazolidine

Conditions
ConditionsYield
In chloroform at 20℃;95%
In chloroform at 20 - 27℃;93.2%
In chloroform at 25 - 27℃; for 3h;93.2%

S-isopropyl S'-methyl N-nitroimidodithiocarbonate

5465-96-3

2-(nitroimino)imidazolidine

Conditions
ConditionsYield
With ethylenediamine In chloroform92.3%
556-88-7

2-nitroguanidine

107-15-3

ethylenediamine

5465-96-3

2-(nitroimino)imidazolidine

Conditions
ConditionsYield
With hydrogenchloride at 56℃; for 8h;76%
With hydrogenchloride In water at 60℃; for 8h; Inert atmosphere;62%
With hydrogenchloride In water at 60℃; for 8h;61%
107-15-3

ethylenediamine

S-methyl-N3-nitroisothiourea

5465-96-3

2-(nitroimino)imidazolidine

Conditions
ConditionsYield
In water at 75℃; for 1.5h;72%
506-93-4

guanidine nitrate

107-15-3

ethylenediamine

5465-96-3

2-(nitroimino)imidazolidine

Conditions
ConditionsYield
Stage #1: guanidine nitrate With sulfuric acid at 5 - 20℃;
Stage #2: ethylenediamine With ammonium hydroxide at 45℃; for 12h; Temperature;
70%
556-88-7

nitroguanidine

107-15-3

ethylenediamine

5465-96-3

2-(nitroimino)imidazolidine

Conditions
ConditionsYield
Cyclization;58%
With hydrogenchloride In water
556-88-7

nitroguanidine

333-18-6

1,2-diaminoethane dihydrochloride

5465-96-3

2-(nitroimino)imidazolidine

Conditions
ConditionsYield
With potassium hydroxide37%
2986-25-6

methyl nitrocarbamimidothioate

107-15-3

ethylenediamine

5465-96-3

2-(nitroimino)imidazolidine

(Z)-methyl 2-(bromomethyl)-3-(4-(trifluoromethyl)phenyl)acrylate

5465-96-3

2-(nitroimino)imidazolidine

C15H15F3N4O4

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 6h; Inert atmosphere;94%

2-Nitroaminoimidazoline Specification

The 2-Nitroaminoimidazoline, with the CAS registry number 5465-96-3, is also known as N-Nitro-4,5-dihydro-1H-imidazol-2-amine. This chemical's molecular formula is C3H6N4O2 and molecular weight is 130.11. What's more, its IUPAC name is called N-(4,5-Dihydro-1H-imidazol-2-yl)nitramide.

Physical properties about 2-Nitroaminoimidazoline are: (1)ACD/LogP: -0.903; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.89; (4)ACD/LogD (pH 7.4): -0.98; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 6.46; (9)#H bond acceptors: 6; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 82.24 Å2; (13)Index of Refraction: 1.732; (14)Molar Refractivity: 28.639 cm3; (15)Molar Volume: 71.571 cm3; (16)Polarizability: 11.353×10-24cm3; (17)Surface Tension: 89.467 dyne/cm; (18)Density: 1.818 g/cm3; (19)Flash Point: 108.057 °C; (20)Enthalpy of Vaporization: 49.252 kJ/mol; (21)Boiling Point: 255.06 °C at 760 mmHg; (22)Vapour Pressure: 0.0170 mmHg at 25 °C.

Preparation of 2-Nitroaminoimidazoline: this chemical can be prepared by ethane-1,2-diamine with nitroguanidine. This reaction needs reagent HCl at temperature of 56 °C. The reaction time is 8 hours. The yield is 76 %.

2-Nitroaminoimidazoline can be prepared by ethane-1,2-diamine with nitroguanidine.

Uses of 2-Nitroaminoimidazoline: it is used to produce other chemicals. For example, it can react with 5-chloromethyl-2-chloropyridine to get 1-(6-chloronicotinyl)-2-nitroiminoimidazoline. The reaction occurs with reagent K2CO3 and solvent acetonitrile.

2-Nitroaminoimidazoline can react with 5-chloromethyl-2-chloropyridine to get 1-(6-chloronicotinyl)-2-nitroiminoimidazoline.

You can still convert the following datas into molecular structure:
(1) SMILES: [O-][N+](=O)N/C1=N/CCN1
(2) InChI: InChI=1S/C3H6N4O2/c8-7(9)6-3-4-1-2-5-3/h1-2H2,(H2,4,5,6)
(3) InChIKey: DJZWNSRUEJSEEB-UHFFFAOYSA-N

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