5-Amino-1H-imidazol-4-carbonitrile supplier

Name
5-Amino-1H-imidazol-4-carbonitrile
EINECS 225-816-6
CAS No. 5098-11-3
Article Data24
CAS DataBase
Density 1.42 g/cm³
Solubility
Melting Point 131 °C
Formula C₄H₄N₄
Boiling Point 557.7 °C at 760 mmHg
Molecular Weight 108.103
Flash Point 291.1 °C
Transport Information
Appearance off-white to pale yellow solid
Safety 22-36/37/39-45
Risk Codes 23/24/25
Molecular Structure
Hazard Symbols Xn
Synonyms Imidazole-4(or5)-carbonitrile, 5(or 4)-amino- (7CI);Imidazole-4-carbonitrile, 5-amino-(8CI);4-Amino-1H-imidazole-5-carbonitrile;4-Amino-5-cyanoimidazole;4-Aminoimidazole-5-carbonitrile;5-Amino-1H-imidazole-4-carbonitrile;5-Amino-4-cyanoimidazole;5-Amino-4-imidazolecarbonitrile;NSC 139091;
PSA 78.49000
LogP 0.44478

Synthetic route

: 52773-49-6
4-chloroimidazo<4,5-d>-1,2,3-triazine

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

Conditions

Conditions	Yield
With ammonium hydroxide at 120 - 130℃; for 2h; high pressure;	55%
With ammonium hydroxide at 120 - 130℃; for 2h; Product distribution; Mechanism; high pressure;	55%

: 111267-83-5
N-(dicyanomethyl)methanimidate

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

Conditions

Conditions	Yield
With ammonia In methanol for 0.0833333h;	51%

: 53000-41-2
4-diazo-4H-imidazole-5-carbonitrile

: 62-53-3
aniline

A: 126965-18-2
4-imino-3-phenylimidazo<4,5-d>-1,2,3-triazine

B: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

Conditions

Conditions	Yield
In chloroform at 5℃; for 2h;	A 51% B 12%

...Expand

: 53000-41-2
4-diazo-4H-imidazole-5-carbonitrile

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

Conditions

Conditions	Yield
With ammonium hydroxide In ethanol for 1h; Ambient temperature;	45%
With ammonium hydroxide In ethanol for 1h; Product distribution; Mechanism; Ambient temperature;	45%

: 133123-63-4
N-(2-amino-1,2-dicyano-vinyl)-formimydic acid ethyl ester

A: 1208986-24-6
4,5-diamino-6-cyanopyrimidine

B: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

Conditions

Conditions	Yield
With guanidine hydrochloride; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran; ethanol at 10℃; for 1728h; Inert atmosphere;	A 2% B 4%

: 81693-59-6
5-amino-4-(cyanoformimidoyl)-1H-imidazole

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

Conditions

Conditions	Yield
In water Ambient temperature; base;

: 72-40-2
5-aminoimidazole-4-carboxamide hydrochloride

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

Conditions

Conditions	Yield
With trichlorophosphate for 3.5h; Heating / reflux;
With trichlorophosphate for 3.5h; Heating / reflux;

: 1187-42-4
diaminomaleonitrile

: 149-73-5
trimethyl orthoformate

A: 5098-11-3
4-amino-1H-imidazole-5-carbonitrile

B: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

Conditions

Conditions	Yield
Stage #1: diaminomaleonitrile; trimethyl orthoformate With methanesulfonic acid In tetrahydrofuran at 40℃; for 1h; Stage #2: With ammonia In tetrahydrofuran; water at 30℃; for 1h;

...Expand

: 71749-37-6
N-(2-amino-1,2-dicyanovinyl)formamidine

A: 1122-28-7
4,5-dicyano-1H-imidazole

B: 1314916-41-0
C5H8N4O

C: 5098-11-3
4-amino-1H-imidazole-5-carbonitrile

D: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; for 20h;

...Expand

: 71749-37-6
N-(2-amino-1,2-dicyanovinyl)formamidine

: 81693-59-6
5-amino-4-(cyanoformimidoyl)-1H-imidazole

A: 5098-11-3
4-amino-1H-imidazole-5-carbonitrile

B: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

Conditions

Conditions	Yield
Stage #1: N-(2-amino-1,2-dicyanovinyl)formamidine; 5-amino-4-(cyanoformimidoyl)-1H-imidazole With sodium hydroxide In water at 30 - 40℃; for 1h; Stage #2: With hydrogenchloride In water pH=6;

...Expand

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 52773-49-6
4-chloroimidazo<4,5-d>-1,2,3-triazine

Conditions

Conditions	Yield
With hydrogenchloride; isopentyl nitrite In ethanol at 0 - 2℃; for 0.166667h;	98%

: 13820-09-2
trimethyl orthovalerate

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: methyl N-(4-cyano-1-imidazol-5-yl)pentanimidate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 90℃;	96%
With camphor-10-sulfonic acid In N,N-dimethyl-formamide at 90℃; for 1h;	86%

: 76742-48-8
2,2-diethoxy-ethanimidic acid methyl ester

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 79936-09-7
2-diethoxymethyladenine

Conditions

Conditions	Yield
With acetic acid In methanol for 0.25h;	94%

: 1445-45-0
Trimethyl orthoacetate

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: methyl N-(4-cyano-1-imidazol-5-yl)acetimidate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 90℃;	93%

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 86-81-7
3,4,5-trimethoxy-benzaldehyde

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 3-(tert-butylamino)-2-(3,4,5-trimethoxyphenyl)-1H-imidazo[1,5-a]imidazole-7-carbonitrile

Conditions

Conditions	Yield
With perchloric acid In methanol at 20℃; for 24h;	93%

...Expand

: 14542-93-9
1,1,3,3-tetramethylbutane isonitrile

: 123-11-5
4-methoxy-benzaldehyde

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 2-(4-methoxyphenyl)-3-[(2,4,4-trimethylpentan-2-yl)amino]-1H-imidazo[1,5-a]imidazole-7-carbonitrile

Conditions

Conditions	Yield
With perchloric acid In methanol at 20℃; for 24h;	92%

...Expand

: 29956-25-0
2-ethoxy-azacyclotridec-1-ene

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 116612-45-4
6,2-epiminoundecanopurine

Conditions

Conditions	Yield
In butan-1-ol for 96h; Heating;	91%

: 4397-53-9
p-benzyloxybenzaldehyde

: 88333-03-3, 10340-91-7
Benzyl isocyanide

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 3-(benzylamino)-2-[4-(benzyloxy)phenyl]-1H-imidazo[1,5-a]imidazole-7-carbonitrile

Conditions

Conditions	Yield
With perchloric acid In methanol at 20℃; for 24h;	91%

...Expand

: 707-07-3
orthobenzoic acid trimethyl ester

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: methyl N-(4-cyano-1-imidazol-5-yl)benzimidate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 90℃;	90%

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 123-11-5
4-methoxy-benzaldehyde

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 3-(tert-butylamino)-2-(4-methoxyphenyl)-1H-imidazo[1,5-a]imidazole-7-carbonitrile

Conditions

Conditions	Yield
With perchloric acid In methanol at 20℃; for 24h; Reagent/catalyst; Concentration; Solvent; Time;	90%

...Expand

: 624-83-9
methyl isocyanate

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 87469-30-5
5-methylureido-4-cyanoimidazole

Conditions

Conditions	Yield
In tetrahydrofuran for 0.5h; Ambient temperature;	87%

: 498-60-2
furan-3-carboxaldehyde

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 3-(tert-butylamino)-2-(furan-3-yl)-1H-imidazo[1,5-a]imidazole-7-carbonitrile

Conditions

Conditions	Yield
With perchloric acid In methanol at 20℃; for 24h;	86%

...Expand

: 931-46-4
5-ethoxy-3,4-dihydro-2H-pyrrole

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 116612-40-9
9-amino-6,7-dihydro-5H-pyrrolo<1,2-a>purine

Conditions

Conditions	Yield
In butan-1-ol for 48h; Heating;	85%

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 20271-18-5
5-Aminoimidazole-4-thioamide

Conditions

Conditions	Yield
With hydrogenchloride; thiophosphate sodium salt hydrate In water; water-d2 at 50℃; for 24h; pH=6.5; Sealed tube;	85%

: 2525-62-4
Hexyl isocyanate

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: C11H17N5O

Conditions

Conditions	Yield
In tetrahydrofuran; ethyl acetate; acetonitrile for 4h; Reflux;	83.7%

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 53000-41-2
4-diazo-4H-imidazole-5-carbonitrile

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite In water at 0℃; for 2h;	83%
With acetic acid; sodium nitrite	78%

: 88333-03-3, 10340-91-7
Benzyl isocyanide

: 86-81-7
3,4,5-trimethoxy-benzaldehyde

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 3-(benzylamino)-2-(3,4,5-trimethoxyphenyl)-1H-imidazo[1,5-a]imidazole-7-carbonitrile

Conditions

Conditions	Yield
With perchloric acid In methanol at 20℃; for 24h;	83%

...Expand

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 18270-61-6
2-cyano-3-chlorocinnamonitrile

: C14H8N6

Conditions

Conditions	Yield
With TEA In ethanol for 24h; Heating;	82%

: 1846-68-0
oct-2-ynal

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 3-(tert-butylamino)-2-(hept-1-yn-1-yl)-1H-imidazo[1,5-a]imidazole-7-carbonitrile

Conditions

Conditions	Yield
With perchloric acid In methanol at 20℃; for 24h;	82%

...Expand

: 3158-26-7
1-isocyanatooctane

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: C13H21N5O

Conditions

Conditions	Yield
In tetrahydrofuran; ethyl acetate; acetonitrile for 4h; Reflux;	82%

: 183801-13-0
3-(4-(trifluoromethyl)phenyl)propiolaldehyde

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: C19H16F3N5

Conditions

Conditions	Yield
With perchloric acid In methanol at 20℃; for 24h;	81%

...Expand

: 498-60-2
furan-3-carboxaldehyde

: 14542-93-9
1,1,3,3-tetramethylbutane isonitrile

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 2-(furan-3-yl)-3-[(2,4,4-trimethylpentan-2-yl)amino]-1H-imidazo[1,5-a]imidazole-7-carbonitrile

Conditions

Conditions	Yield
With perchloric acid In methanol at 20℃; for 24h;	81%

...Expand

: 72687-05-9
2-ethoxy-azacycloundec-1-ene

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 116612-43-2
6,2-epiminononanopurine

Conditions

Conditions	Yield
In butan-1-ol for 96h; Heating;	80%

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 104-87-0
4-methyl-benzaldehyde

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 3-(tert-butylamino)-2-(p-tolyl)-1H-imidazo[1,5-a]imidazole-7-carbonitrile

Conditions

Conditions	Yield
With perchloric acid In methanol at 20℃; for 24h;	80%

...Expand

: 43083-12-1
1,1,1-trimethoxybutane

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: methyl N-(4-cyano-1-imidazol-5-yl)butyrimidate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 90℃;	79%

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 591-31-1
3-methoxy-benzaldehyde

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 3-(tert-butylamino)-2-(3-methoxyphenyl)-1H-imidazo[1,5-a]imidazole-7-carbonitrile

Conditions

Conditions	Yield
With perchloric acid In methanol at 20℃; for 24h;	79%

...Expand

: 14542-93-9
1,1,3,3-tetramethylbutane isonitrile

: 555-16-8
4-nitrobenzaldehdye

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 2-(4-nitrophenyl)-3-[(2,4,4-trimethylpentan-2-yl)amino]-1H-imidazo[1,5-a]imidazole-7-carbonitrile

Conditions

Conditions	Yield
With perchloric acid In methanol at 20℃; for 24h;	79%

...Expand

: 13139-86-1
4-methoxyphenyl magnesium bromide

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: (5-amino-1H-imidazol-4-yl)-(4-methoxy-phenyl)-methanone

Conditions

Conditions	Yield
Stage #1: 4-methoxyphenyl magnesium bromide; 5-amino-1H-imidazole-4-carbonitrile In tetrahydrofuran at 20℃; for 2h; Cooling with ice-salt bath; Stage #2: With hydrogenchloride; water In tetrahydrofuran at 90 - 95℃; for 1h; Stage #3: With ammonia In tetrahydrofuran; water pH=10;	77%

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 135-02-4
ortho-anisaldehyde

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 3-(tert-butylamino)-2-(2-methoxyphenyl)-1H-imidazo[1,5-a]imidazole-7-carbonitrile

Conditions

Conditions	Yield
With perchloric acid In methanol at 20℃; for 24h;	77%

...Expand

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 824-54-4
2-bromo-4-methylbenzaldehyde

: 5098-11-3
5-amino-1H-imidazole-4-carbonitrile

: 2-(2-bromo-4-methylphenyl)-3-(tert-butylamino)-1H-imidazo[1,5-a]imidazole-7-carbonitrile

Conditions

Conditions	Yield
With perchloric acid In methanol at 20℃; for 24h;	77%

...Expand

5-Amino-1H-imidazol-4-carbonitrile Specification

The 5-Amino-1H-imidazol-4-carbonitrile, its cas register number is . It also can be called as 1H-Imidazole-4-carbonitrile,5-amino- and the IUPAC name about this chemicals is 4-amino-1H-imidazole-5-carbonitrile. It belongs to the following product categories, such as Variousamine, Heterocyclic Compounds, Heterocycles and so on. It is a off-white to pale yellow solid.

Following are the chemical properties about 5-Amino-1H-imidazol-4-carbonitrile: (1)#H bond acceptors: 4 ; (2)#H bond donors: 3 ; (3)#Freely Rotating Bonds: 1 ; (4)Polar Surface Area: 44.85Å² ; (5)Index of Refraction: 1.621 ; (6)Molar Refractivity: 26.66 cm³ ; (7)Molar Volume: 75.7 cm³ ; (8)Polarizability: 10.56x10^-24cm³ ; (9)Surface Tension: 97.1 dyne/cm ; (10)Enthalpy of Vaporization: 83.96 kJ/mol ; (11)Vapour Pressure: 1.79E-12 mmHg at 25°C

The 5-Amino-1H-imidazol-4-carbonitrile is a dangerous chemical, because it is toxic by inhalation, in contact with skin and if swallowed. In the using process, please be more careful, you need to wear suitable protective clothing, gloves and eye/face protection and not breathe dust. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

This chemical can be described computed from structure:
(1)Canonical SMILES: C1=NC(=C(N1)C#N)N
(2)InChI: InChI=1S/C4H4N4/c5-1-3-4(6)8-2-7-3/h2H,6H2,(H,7,8)
(3)InChIKey: XEPBRDBFOSKYCF-UHFFFAOYSA-N

Product Name

5-Amino-1H-imidazol-4-carbonitrile

Synthetic route

5-Amino-1H-imidazol-4-carbonitrile Specification

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