2-Aminoimidazole supplier | CasNO.7720-39-0

Name
2-Aminoimidazole
EINECS 231-751-4
CAS No. 7720-39-0
Article Data31
CAS DataBase
Density 1.313 g/cm³
Solubility
Melting Point
Formula C₃H₅N₃
Boiling Point 313.1 °C at 760 mmHg
Molecular Weight 83.0928
Flash Point 168.9 °C
Transport Information
Appearance
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Imidazole,2-amino- (7CI,8CI);2-Amino-1H-imidazole;2-Imidazolamine;
PSA 54.70000
LogP 0.57310

Synthetic route

: 42383-61-9
2-aminoimidazolesulfate

: 7720-39-0
1H-imidazol-2-amine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water Inert atmosphere;	100%
With sodium hydroxide In methanol at 20℃;

: 2-azido-1H-imidazole

: 7720-39-0
1H-imidazol-2-amine

Conditions

Conditions	Yield
With hydrogen In ethanol at 20℃;	98%

: 527-73-1
2-nitro-1H-imidazole

: 7720-39-0
1H-imidazol-2-amine

Conditions

Conditions	Yield
With triethylamine In water at 80℃; for 4h; Inert atmosphere; Green chemistry; chemoselective reaction;	91%
With palladium on activated charcoal; acetic acid In tert-butyl alcohol

: 2-aminoimidazole hemisulfate

: 7720-39-0
1H-imidazol-2-amine

Conditions

Conditions	Yield
With methanol; sodium methylate at -78 - 20℃; for 4h;	90%
With sodium carbonate In water at 20℃; for 0.25h;
With sodium carbonate In water at 20℃; for 3h;

: 1450-93-7, 36946-29-9, 42383-61-9
2-aminoimidazole hemisulfate

: 7720-39-0
1H-imidazol-2-amine

Conditions

Conditions	Yield
With sodium carbonate In water	79%
With sodium hydroxide In water

: 2440-60-0
2-methyl-isourea

: 22483-09-6
2,2-dimethoxyethylamine

: 7720-39-0
1H-imidazol-2-amine

Conditions

Conditions	Yield
Stage #1: 2-methyl-isourea; 2,2-dimethoxyethylamine In water at 20 - 50℃; for 6h; Inert atmosphere; Stage #2: With hydrogenchloride In water at 90℃; for 10h; Inert atmosphere;	74.9%

: 420-04-2
CYANAMID

: 141-46-8
Glycolaldehyde

: 7720-39-0
1H-imidazol-2-amine

Conditions

Conditions	Yield
With ammonium dihydrogen phosphate; ammonium bicarbonate In water at 60℃; for 1.5h; pH=Ca. 5.3; pH-value;	41%

: (2,2-diethoxy-ethyl)-guanidine; acetate

: 7720-39-0
1H-imidazol-2-amine

Conditions

Conditions	Yield
With hydrogenchloride

: 527-73-1
2-nitro-1H-imidazole

A: 7720-39-0
1H-imidazol-2-amine

B: 102998-00-5
2-(Hydroxyamino)imidazole

C: 2-amino-4,5-dihydro-4,5-dihydroxyimidazolium chloride

Conditions

Conditions	Yield
With phosphoric acid; sodium formate In water-d2 Product distribution; Irradiation; acid reduction;	A 70 % Spectr. B n/a C 30 % Spectr.

...Expand

2-arylazo-imidazolene: 2-arylazo-imidazolene

: 7720-39-0
1H-imidazol-2-amine

Conditions

Conditions	Yield
durch Reduktion;

2-phenylazo-imidazole: 2-phenylazo-imidazole

: 7720-39-0
1H-imidazol-2-amine

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride

<4-bromo-benzen>-<1 azo 2>-imidazole: <4-bromo-benzen>-<1 azo 2>-imidazole

: 7720-39-0
1H-imidazol-2-amine

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride

: 7647-01-0
hydrogenchloride

: 34938-48-2
2-(p-tolylazo)imidazole

tin (II)-chloride: tin (II)-chloride

A: 7720-39-0
1H-imidazol-2-amine

B: 7664-41-7
ammonia

C: 106-49-0
p-toluidine

D: 113-00-8
guanidine nitrate

...Expand

: 7647-01-0
hydrogenchloride

: 93937-81-6
2-(4-ethoxy-phenylazo)-1H-imidazole

tin (II)-chloride: tin (II)-chloride

A: 7720-39-0
1H-imidazol-2-amine

B: 156-43-4
4-Ethoxyaniline

...Expand

: 7647-01-0
hydrogenchloride

: 34938-47-1
2-(phenylazo)-1H-imidazole

tin dichloride: tin dichloride

A: 7720-39-0
1H-imidazol-2-amine

B: 113-00-8
guanidine nitrate

C: 62-53-3
aniline

D: 96139-65-0
4-(4-amino-phenyl)-1(3)H-imidazol-2-ylamine

...Expand

: 7647-01-0
hydrogenchloride

: 93937-76-9
2-(4-bromo-phenylazo)-1H-imidazole

tin dichloride: tin dichloride

A: 7720-39-0
1H-imidazol-2-amine

B: 106-40-1
4-bromo-aniline

C: 96139-65-0
4-(4-amino-phenyl)-1(3)H-imidazol-2-ylamine

D 2-<5-bromo-2-amino-anilino>-imidazole: 2-<5-bromo-2-amino-anilino>-imidazole

...Expand

: 7647-01-0
hydrogenchloride

: 108106-91-8
4-(1H-imidazol-2-ylazo)-benzenesulfonic acid

tin (II)-chloride: tin (II)-chloride

A: 7720-39-0
1H-imidazol-2-amine

B: 121-57-3
4-aminobenzene sulfonic acid

...Expand

: 5977-14-0
acetoacetamido

: 99-61-6
3-nitro-benzaldehyde

A: 7720-39-0
1H-imidazol-2-amine

B: α-acetyl-3-nitrocrotonamide

Conditions

Conditions	Yield
With acetic acid In piperidine; isopropyl alcohol

...Expand

: guanosine-5'-phosphoro-(2-aminoimidazole)

A: 7720-39-0
1H-imidazol-2-amine

B: 5550-12-9
guanosine 5'-monophosphate disodium

Conditions

Conditions	Yield
With trimethyl phosphite; water; sodium chloride; magnesium chloride; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid In water-d2 at 25℃; Kinetics;

: 420-04-2
CYANAMID

: 141-46-8
Glycolaldehyde

A: 4570-45-0
2-amino-1,3-oxazole

B: 7720-39-0
1H-imidazol-2-amine

Conditions

Conditions	Yield
With ammonium chloride; sodium phosphate In water at 60℃; for 1h; pH=7; pH-value;	A 9.6 %Spectr. B 6.6 %Spectr.

...Expand

: 773837-37-9
sodium cyanide

: 7720-39-0
1H-imidazol-2-amine

Conditions

Conditions	Yield
Stage #1: sodium cyanide With ammonium chloride; sodium chloride In water at 24℃; for 24h; pH=7; Irradiation; Inert atmosphere; Stage #2: In water-d2 at 50℃; for 3h; pH=8;

: methylthiourea hemisulfate

: 22483-09-6
2,2-dimethoxyethylamine

: 7720-39-0
1H-imidazol-2-amine

Conditions

Conditions	Yield
Stage #1: methylthiourea hemisulfate; 2,2-dimethoxyethylamine In water at 75℃; for 1h; Stage #2: With sulfuric acid In water at 95℃; for 0.5h; pH=1;	18.06 g

: 17356-08-0
thiourea

: 540-61-4
2-aminoacetonitrile

: 7720-39-0
1H-imidazol-2-amine

Conditions

Conditions	Yield
With hydrogenchloride; potassium cyanide; sodium dihydrogenphosphate; sodium hydroxide; potassium hexacyanoferrate(III) In water; water-d2

: 7720-39-0
1H-imidazol-2-amine

: 24424-99-5
di-tert-butyl dicarbonate

: 929568-19-4
2-amino-1-(tert-butoxycarbonyl)imidazole

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water at 20℃; for 14h; Inert atmosphere;	100%

: 7720-39-0
1H-imidazol-2-amine

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 164583-72-6
2-[(dimethylamino)methylene]aminoimidazole

Conditions

Conditions	Yield
With sodium carbonate at 20℃;	95%

: 7720-39-0
1H-imidazol-2-amine

: 201230-82-2
carbon monoxide

: 460-00-4
1-Bromo-4-fluorobenzene

: 1128139-34-3
4-fluoro-N-(1H-imidazol-2-yl)benzamide

Conditions

Conditions	Yield
With dichlorobis[benzyldiphenylphosphine]palladium(II); caesium carbonate In tetrahydrofuran at 120℃; under 6205.94 Torr; for 0.5h; Microwave irradiation;	90%

...Expand

: 7720-39-0
1H-imidazol-2-amine

: 1352755-79-3
(Z)-2-bromo-3-(3-chlorophenyl)acrylaldehyde

: 5-(3-chlorophenyl)imidazo[1,2-a]pyrimidine

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; 2-(Dimethylamino)pyridine In 1,4-dioxane at 120℃; for 4h; Sealed tube; Green chemistry;	90%

: 7720-39-0
1H-imidazol-2-amine

: 229335-21-1
3-chloro-N-[4-chloro-2-[[(5-chloro-2-pyridinyl)amino]carbonyl]-6-methoxyphenyl]-4-chloromethyl-2-thiophenecarboxamide

: 229336-78-1
N-(5-chloropyridin-2-yl)-2-[((4-((2-aminoimidazol-1-yl)methyl)-3-chlorothiophen-2-yl)carbonyl)amino]-3-methoxy-5-chlorobenzamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 0 - 20℃;	87%

: 7720-39-0
1H-imidazol-2-amine

: 97980-71-7
2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetic acid

: 2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)-N-(1H-imidazol-2-yl)acetamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 1.25h;	86%

: 7720-39-0
1H-imidazol-2-amine

: 97980-65-9
2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetic acid

: N-(1H-imidazol-2-yl)-2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 1.25h;	85%

: 7720-39-0
1H-imidazol-2-amine

: 134477-88-6
3-oxo-N-{4-[(pyrimidin-2-ylamino)sulphonyl]phenyl}butanamide

: (E)-2-(2-(1H-imidazol-2-yl)hydrazono)-3-oxo-N-(4-(Npyrimidin-2-ylsulfamoyl)phenyl)butanamide

Conditions

Conditions	Yield
Stage #1: 1H-imidazol-2-amine With hydrogenchloride; sodium nitrite In water at 0 - 5℃; Stage #2: 3-oxo-N-{4-[(pyrimidin-2-ylamino)sulphonyl]phenyl}butanamide With pyridine In water	85%

: 7720-39-0
1H-imidazol-2-amine

: 1384665-31-9
6-fluoro-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-4H-1-benzopyran-4-one

: 1384665-24-0
4-fluoro-2-{6-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]imidazo[1,2-a]pyrimidin-5-yl}phenol

Conditions

Conditions	Yield
With sodium methylate In dimethyl sulfoxide at 100℃; for 0.333333 - 0.5h;	84%

: 7720-39-0
1H-imidazol-2-amine

: 21286-54-4
Camphorsulfonyl chloride

: N-(2-imidazolyl)camphor-10-sulfonamide

Conditions

Conditions	Yield
With dmap In acetonitrile at 0℃; for 1h; Inert atmosphere;	83%

: 7720-39-0
1H-imidazol-2-amine

: 474659-26-2
7-methoxyquinoline-3-carboxylic acid

: N-(1H-imidazol-2-yl)-7-methoxyquinoline-3-carboxamide

Conditions

Conditions	Yield
Stage #1: 7-methoxyquinoline-3-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: 1H-imidazol-2-amine In N,N-dimethyl-formamide	81%

: 7720-39-0
1H-imidazol-2-amine

: (Z)-2-bromo-3-(2-methoxyphenyl)acrylaldehyde

: 5-(2-methoxyphenyl)imidazo[1,2-a]pyrimidine

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; 2-(Dimethylamino)pyridine In 1,4-dioxane at 120℃; for 4h; Sealed tube; Green chemistry;	81%

: 7720-39-0
1H-imidazol-2-amine

: 3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-4H-1-benzopyran-4-one

: 1384665-23-9
2-{6-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]imidazo[1,2-a]pyrimidin-5-yl}phenol

Conditions

Conditions	Yield
With sodium methylate In dimethyl sulfoxide at 100℃; for 0.333333 - 0.5h;	78%

: 1121-60-4
pyridine-2-carbaldehyde

: 7720-39-0
1H-imidazol-2-amine

: 683-08-9
Diethyl methylphosphonate

: 1194-02-1
4-fluorobenzonitrile

: 5-(4-fluoro-phenyl)-7-pyridin-2-yl-imidazo[1,2-a]pyrimidine

Conditions

Conditions	Yield
Stage #1: Diethyl methylphosphonate; 4-fluorobenzonitrile With n-butyllithium In tetrahydrofuran; hexane at -78 - -50℃; for 0.5h; Stage #2: pyridine-2-carbaldehyde In tetrahydrofuran; hexane at -50 - 0℃; for 0.75h; Stage #3: 1H-imidazol-2-amine In tetrahydrofuran; N,N-dimethyl-formamide for 8h; Heating;	77%

...Expand

: 7720-39-0
1H-imidazol-2-amine

: 85-44-9
phthalic anhydride

: 185563-91-1
2-Phthalimidoimidazole

Conditions

Conditions	Yield
at 170℃; for 0.25h; Condensation;	75%

: 7720-39-0
1H-imidazol-2-amine

: 3-(dimethylamino)-1-phenyl-2-(pyridine-2-yl)prop-2-en-1-one

: 7-phenyl-6-(pyridin-2-yl)imidazo[1,2-a]pyrimidine

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide for 6h; Reflux;	75%

: 7720-39-0
1H-imidazol-2-amine

: (Z)-2-bromo-3-(4-(dimethylamino)phenyl)acrylaldehyde

: 4-(imidazo[1,2-a]pyrimidin-5-yl)-N,N-dimethylaniline

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; 2-(Dimethylamino)pyridine In 1,4-dioxane at 120℃; for 4h; Sealed tube; Green chemistry;	74%

: 7720-39-0
1H-imidazol-2-amine

: C10H6BrF3O

: 5-(3-(trifluoromethyl)phenyl)imidazo[1,2-a]pyrimidine

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; 2-(Dimethylamino)pyridine In 1,4-dioxane at 120℃; for 4h; Sealed tube; Green chemistry;	74%

: 7720-39-0
1H-imidazol-2-amine

: 105161-33-9
3,3-dimethoxy-2-formyl-propanenitrile sodium salt

: imidazo(1,2-a)pyrimidine-6-carbonitrile

Conditions

Conditions	Yield
Stage #1: 1H-imidazol-2-amine; 3,3-dimethyloxy-2-formylpropionitrile sodium salt With hydrogenchloride In methanol; water at 20℃; for 4h; Stage #2: With hydrogenchloride In methanol; water at 20℃; for 12h; regioselective reaction;	73%

: 7720-39-0
1H-imidazol-2-amine

: 74-88-4
methyl iodide

: 6646-51-1
1-methyl-2-aminoimidazole

Conditions

Conditions	Yield
With copper(l) iodide; 8-quinolinol; sodium t-butanolate In methanol at 50℃; for 36h; Solvent;	72%
Stage #1: 1H-imidazol-2-amine With tert-butyldimethylsilyl chloride Stage #2: methyl iodide With n-butyllithium

: 7720-39-0
1H-imidazol-2-amine

: 1-[2-(3,4-dichloro-benzoyl)-4,5-dimethoxy-phenyl]-propan-2-one

: 1-(3,4-dichloro-phenyl)-2-(1H-imidazol-2-yl)-6,7-dimethoxy-3-methyl-isoquinolinium; chloride

Conditions

Conditions	Yield
With hydrogenchloride In acetonitrile for 3h; Heating;	72%

: 7720-39-0
1H-imidazol-2-amine

: 100-54-9
pyridine-3-carbonitrile

: 683-08-9
Diethyl methylphosphonate

: 459-57-4
4-fluorobenzaldehyde

: 7-(4-fluoro-phenyl)-5-pyridin-3-yl-imidazo[1,2-a]pyrimidine

Conditions

Conditions	Yield
Stage #1: pyridine-3-carbonitrile; Diethyl methylphosphonate With n-butyllithium In tetrahydrofuran; hexane at -78 - -50℃; for 0.5h; Stage #2: 4-fluorobenzaldehyde In tetrahydrofuran; hexane at -50 - 0℃; for 0.75h; Stage #3: 1H-imidazol-2-amine In tetrahydrofuran; N,N-dimethyl-formamide for 8h; Heating;	72%

...Expand

: 98-01-1
furfural

: 7720-39-0
1H-imidazol-2-amine

: 542-08-5
isopropyl acetoacetate

: (±)-isopropyl 5-(furan-2-yl)-7-methyl-5,8-dihydroimidazo[1,2-a]pyrimidine-6-carboxylate

Conditions

Conditions	Yield
With chloroacetic acid In tetrahydrofuran at 80℃; for 12h; Biginelli Pyrimidone Synthesis; Sealed tube;	72%

...Expand

: 7720-39-0
1H-imidazol-2-amine

: 79-03-8
propionyl chloride

: 1-(2-amino-1H-imidazol-1-yl)propyl-1-one

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at -20℃; for 2h;	72%

2-Aminoimidazole Specification

The systematic name of this chemical is 1H-imidazol-2-amine. With the CAS registry number 7720-39-0 and EINECS 231-751-4, it is also named as 2-Aminoimidazole. The product's category is Imidaxoles. In addition, the molecular weight is 83.09.

The other characteristics of 1H-Imidazol-2-amine can be summarized as: (1)ACD/LogP: -0.59; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.04; (4)ACD/LogD (pH 7.4): -2.03; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 21.06 Å²; (13)Index of Refraction: 1.647; (14)Molar Refractivity: 23.01 cm³; (15)Molar Volume: 63.2 cm³; (16)Polarizability: 9.12×10^-24 cm³; (17)Surface Tension: 76.1 dyne/cm; (18)Density: 1.313 g/cm³; (19)Flash Point: 168.9 °C; (20)Enthalpy of Vaporization: 55.42 kJ/mol; (21)Boiling Point: 313.1 °C at 760 mmHg; (22)Vapour Pressure: 0.000506 mmHg at 25°C.

People can use the following data to convert to the molecule structure.
1. SMILES:n1ccnc1N
2. InChI:InChI=1/C3H5N3/c4-3-5-1-2-6-3/h1-2H,(H3,4,5,6)
3. InChIKey:DEPDDPLQZYCHOH-UHFFFAOYAO
4. Std. InChI:InChI=1S/C3H5N3/c4-3-5-1-2-6-3/h1-2H,(H3,4,5,6)
5. Std. InChIKey:DEPDDPLQZYCHOH-UHFFFAOYSA-N

Product Name

2-Aminoimidazole

Synthetic route

2-Aminoimidazole Specification

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