ChemicalBook > CAS DataBase List > 5-PHENYL-1H-IMIDAZOL-2-AMINE

5-PHENYL-1H-IMIDAZOL-2-AMINE

Product Name
5-PHENYL-1H-IMIDAZOL-2-AMINE
CAS No.
6775-40-2
Chemical Name
5-PHENYL-1H-IMIDAZOL-2-AMINE
Synonyms
4-phenyl-1H-imidazol-2-amine;2-Amino-5-phenylimidazole;4-Phenylimidazole-2-amine;5-PHENYL-1H-IMIDAZOL-2-AMINE;1H-Imidazol-2-amine, 5-phenyl-;4-Phenyl-1H-imidazol-2-ylamine;5-Phenyl-1H-iMidazol-2-ylaMine;1H-IMidazol-2-aMine, 4-phenyl-;2-aMino-1H-4(5)-phenyliMidazole
CBNumber
CB72448593
Molecular Formula
C9H9N3
Formula Weight
159.19
MOL File
6775-40-2.mol
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5-PHENYL-1H-IMIDAZOL-2-AMINE Property

Melting point:
245 °C(Solv: ethanol (64-17-5))
Boiling point:
421.3±38.0 °C(Predicted)
Density 
1.238±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
14.75±0.10(Predicted)
Appearance
Yellow to brown Solid
InChI
InChI=1S/C9H9N3/c10-9-11-6-8(12-9)7-4-2-1-3-5-7/h1-6H,(H3,10,11,12)
InChIKey
NODFMZCEEBQXME-UHFFFAOYSA-N
SMILES
C1(N)NC(C2=CC=CC=C2)=CN=1
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/38
Safety Statements 
26
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
P677540
Product name
5-Phenyl-1H-imidazol-2-amine
Packaging
50mg
Price
$90
Updated
2021/12/16
AK Scientific
Product number
0440AC
Product name
5-Phenyl-1H-imidazol-2-amine
Packaging
250mg
Price
$213
Updated
2021/12/16
Matrix Scientific
Product number
089736
Product name
5-Phenyl-1H-imidazol-2-amine
Purity
95+%
Packaging
250mg
Price
$394
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0376560
Product name
5-PHENYL-1H-IMIDAZOL-2-AMINE
Purity
95.00%
Packaging
5MG
Price
$502.74
Updated
2021/12/16
Matrix Scientific
Product number
089736
Product name
5-Phenyl-1H-imidazol-2-amine
Purity
95+%
Packaging
1g
Price
$874
Updated
2021/12/16
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5-PHENYL-1H-IMIDAZOL-2-AMINE Chemical Properties,Usage,Production

Synthesis

160041-64-5

6775-40-2

Compound 17 (500 mg) was taken as raw material and mixed with 6M hydrochloric acid (2.2 mL) and methanol (2.5 mL) and reacted at reflux for 3 hours. After completion of the reaction, the mixture was cooled to room temperature and the precipitate was collected by filtration. The filtrate was concentrated under vacuum and the residue was dissolved in water and neutralized with 1 M sodium hydroxide solution. A precipitate was precipitated from the neutralized solution, collected by vacuum filtration and washed sequentially with water and ether to afford the target product 5-phenyl-1H-imidazol-2-amine (18, 131 mg, 33% yield) as a light brown solid. The product was characterized by 1H NMR (DMSO-d6): δ 5.25 (2H, s), 6.96 (1H, s), 7.07 (1H, t, J = 7.5 Hz), 7.26 (2H, t, J = 7.5 Hz), 7.57 (2H, d, J = 7.5 Hz), 10.53 (1H, br s). Mass spectrometry analysis showed FAB MS m/e (M + H)+ 160; high-resolution mass spectrometry (ESI) measured 160.0875 calculated and 160.0871 measured values for C9H10N3 (M + H)+. Elemental analyses of the calculated values (C9H9N3-3H2O): C, 65.68; H, 5.88; N, 25.53; measured values: C. 65.81; H, 5.49; N, 25.19.

References

[1] Journal of Medicinal Chemistry, 2018, vol. 61, # 7, p. 2806 - 2822
[2] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 13, p. 3873 - 3881
[3] Journal of Heterocyclic Chemistry, 2017, vol. 54, # 1, p. 524 - 530
[4] Journal of Heterocyclic Chemistry, 2018, vol. 55, # 6, p. 1410 - 1418

5-PHENYL-1H-IMIDAZOL-2-AMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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