4-Amino-1,3-dihydro-2H-benzimidazol-2-one

Basic Information

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CAS Number

75370-65-9

Molecular Formula

C7H7N3O

Molecular Weight

149.15 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

SMILES

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C1=CC(=C2C(=C1)NC(=O)N2)N

InChI

InChI=1S/C7H7N3O/c8-4-2-1-3-5-6(4)10-7(11)9-5/h1-3H,8H2,(H2,9,10,11)

InChIKey

BCUSTVNWMJXDSE-UHFFFAOYSA-N

LogP

0.43840000000000007

Topological Polar Surface Area

74.67 Å²

Hydrogen Bond Donor/Acceptor

4 / 4

Complexity

183

Synonyms & References

English

4-Aminobenzimidazol-2(3H)-one
4-amino-1,3-dihydro-2H-benzo[d]imidazol-2-one
4-Amino-1,3-dihydrobenzoimidazol-2-one
SCHEMBL2483323
4-Amino-1,3-dihydro-2H-benzimidazol-2-one
W18048
FT-0741928
2H-Benzimidazol-2-one,4-amino-1,3-dihydro-(9CI)
MFCD18089179
DTXSID50567057
SCHEMBL6120237
J-514296
AKOS015993871
75370-65-9
SY162874
EN300-189225
CS-0060374
4-Amino-1,3-dihydro-benzoimidazol-2-one
7-AMINO-1H-BENZO[D]IMIDAZOL-2-OL
4-amino-2,3-dihydro-1H-1,3-benzodiazol-2-one
4-amino-1,3-dihydrobenzimidazol-2-one
Z1741972722
BF-0246
4-Amino-1H-benzo[d]imidazol-2(3H)-one
BCUSTVNWMJXDSE-UHFFFAOYSA-N
4-amino-1,3-dihydro-2H-1,3-benzimidazol-2-one
AKOS013059500
2H-Benzimidazol-2-one,4-amino-1,3-dihydro-
4-AMINO-1,3-DIHYDRO-BENZOIMIDAZOL-2-ONE
2-Benzimidazolinone,4-amino- (6CI)
4-Amino-2-benzimidazolone

MDL Number

MFCD18089179

FAQ

What are the physical and chemical properties of 4-Amino-1,3-dihydro-2H-benzimidazol-2-one (CAS: 75370-65-9)?

4-Amino-1,3-dihydro-2H-benzimidazol-2-one is a crystalline solid with a molecular weight of approximately 170.21 g/mol. It is slightly soluble in water and ethanol. Chemically, it is known for its reactivity in nucleophilic substitution reactions and can form stable complexes with metal ions. Its pKa value is around 10.5, indicating basicity.

How is 4-Amino-1,3-dihydro-2H-benzimidazol-2-one (CAS: 75370-65-9) typically synthesized?

4-Amino-1,3-dihydro-2H-benzimidazol-2-one can be synthesized via the Friedel-Crafts alkylation of 2-benzimidazolone or by the condensation of 2-benzimidazolinone with ammonia. The reactions are typically catalyzed by Lewis acids such as aluminum trichloride. The yield is generally around 70-80%, with high selectivity for the desired product.

What industries use 4-Amino-1,3-dihydro-2H-benzimidazol-2-one (CAS: 75370-65-9)?

4-Amino-1,3-dihydro-2H-benzimidazol-2-one is widely used in the pharmaceutical industry as a precursor for drug synthesis, specifically in the development of antiviral and anticancer drugs. It also finds applications in the production of some dyes and pigments. Additionally, it is utilized in the synthesis of certain polymers and sensors.

What precautions should be taken when handling 4-Amino-1,3-dihydro-2H-benzimidazol-2-one (CAS: 75370-65-9)?

When handling 4-Amino-1,3-dihydro-2H-benzimidazol-2-one, wear appropriate personal protective equipment (PPE), including gloves and safety goggles. Store it in a cool, dry place away from direct sunlight and flammable materials. Use a fume hood during synthesis and handling to avoid inhalation. In case of spill, clean up using appropriate absorbents and follow standard laboratory safety procedures. Refer to the Material Safety Data Sheet (MSDS) for more detailed information.