ChemicalBook--->CAS DataBase List--->20034-00-8

20034-00-8

20034-00-8 Structure

20034-00-8 Structure
IdentificationBack Directory
[Name]

1H-Benzimidazole-2-methanol,5-nitro-(9CI)
[CAS]

20034-00-8
[Synonyms]

5-Nitro-2-benzimidazolemethanol
(5-Nitrobenzimidazol-2-yl)methanol
5-Nitro-1H-benziMidazole-2-Methanol
1H-BenziMidazole-2-Methanol, 6-nitro-
1H-Benzimidazole-2-methanol,5-nitro-(9CI)
(5-Nitro-1H-1,3-benzodiazol-2-yl)methanol
[Molecular Formula]

C8H7N3O3
[MDL Number]

MFCD00462582
[MOL File]

20034-00-8.mol
[Molecular Weight]

193.16
Chemical PropertiesBack Directory
[storage temp. ]

Sealed in dry,Room Temperature
[Appearance]

White to off-white Solid
[InChI]

InChI=1S/C8H7N3O3/c12-4-8-9-6-2-1-5(11(13)14)3-7(6)10-8/h1-3,12H,4H2,(H,9,10)
[InChIKey]

ZJLPIDVKNQXTKN-UHFFFAOYSA-N
[SMILES]

C1(CO)NC2=CC([N+]([O-])=O)=CC=C2N=1
Questions And AnswerBack Directory
[Application]

5-Nitro-1H-benzimidazole-2-methanol can be used as an organic intermediate and pharmaceutical intermediate, mainly in laboratory research and development processes and chemical production processes.
Spectrum DetailBack Directory
[Spectrum Detail]

1H-Benzimidazole-2-methanol,5-nitro-(9CI)(20034-00-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

Glycolic acid

79-14-1

4-Nitro-o-phenylenediamine

99-56-9

1H-Benzimidazole-2-methanol,5-nitro-(9CI)

20034-00-8

GENERAL METHOD: 4-nitrophthalamide (10 mmol) was mixed with ethanoic acid (2.28 g, 30 mmol) in a reaction flask and concentrated phosphoric acid (20 mL) was added as a catalyst. The reaction mixture was heated to 130 °C and kept at reflux for 3 hours. Upon completion of the reaction, the reaction was quenched with 20% sodium hydroxide solution. The resulting 5-nitro-1H-benzimidazole-2-methanol solid product was separated and collected by filtration.

[References]

[1] Russian Journal of General Chemistry, 2017, vol. 87, # 12, p. 3006 - 3016
[2] Bulletin of the Korean Chemical Society, 2013, vol. 34, # 4, p. 1272 - 1274
[3] Molecules, 2015, vol. 20, # 8, p. 15206 - 15223
[4] Journal of the American Chemical Society, 1952, vol. 74, p. 3689
[5] Journal of the American Chemical Society, 1957, vol. 79, p. 4391,4393
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