1H-Benzimidazol-2-amine,1-(1-methylethyl)-(9CI)

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CAS:90871-47-9
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Products Intro: Product Name:2-Amino-1-isopropylbenzimidazole
CAS:90871-47-9
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1H-Benzimidazol-2-amine,1-(1-methylethyl)-(9CI) Basic information
Product Name:1H-Benzimidazol-2-amine,1-(1-methylethyl)-(9CI)
Synonyms:1H-Benzimidazol-2-amine,1-(1-methylethyl)-(9CI);2-Amino-1-isopropylbenzimidazole;1-isopropyl-1H-benzo[d]imidazol-2-amine;1H-Benzimidazol-2-amine, 1-(1-methylethyl)-
CAS:90871-47-9
MF:C10H13N3
MW:175.23
EINECS:
Product Categories:ISOPROPYL;BENZIMIDAZOLE
Mol File:90871-47-9.mol
1H-Benzimidazol-2-amine,1-(1-methylethyl)-(9CI) Structure
1H-Benzimidazol-2-amine,1-(1-methylethyl)-(9CI) Chemical Properties
Melting point 195-196 °C
Boiling point 334.2±25.0 °C(Predicted)
density 1.19±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka7.16±0.10(Predicted)
AppearanceOff-white to light brown Solid
Safety Information
HS Code 2933998090
MSDS Information
1H-Benzimidazol-2-amine,1-(1-methylethyl)-(9CI) Usage And Synthesis
Synthesis
2-Iodopropane

75-30-9

2-Aminobenzimidazole

934-32-7

1H-Benzimidazol-2-amine,1-(1-methylethyl)-(9CI)

90871-47-9

General procedure for the synthesis of 2-amino-1-isopropylbenzimidazole from 2-iodopropane and 2-aminobenzimidazole: A mixture of 2-aminobenzimidazole (1.33 g, 10.0 mmol), 2-iodopropane (10.0 mmol), finely pulverized KOH (1.0 g) with anhydrous K2CO3 (2.0 g) in acetone (50 mL) was heated with stirring at refluxed for 3 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was partitioned between water (100 mL) and dichloromethane (100 mL) and the aqueous phase was extracted twice more with dichloromethane. The organic phases were combined and dried with anhydrous Na2SO4. Removal of the solvent gave an oily or solid residue, which was treated with a small amount of ether to give 2-amino-1-isopropylbenzimidazole (8a-e,1-o) as a white solid, which could be purified by crystallization with an appropriate solvent. Initial purification by silica gel column chromatography [eluent ethyl acetate-acetone (1:1)] is required only for the synthesis of compound 8f to obtain the crystalline product.

References[1] European Journal of Medicinal Chemistry, 2013, vol. 62, p. 564 - 578
1H-Benzimidazol-2-amine,1-(1-methylethyl)-(9CI) Preparation Products And Raw materials
Raw materials2-Iodopropane-->2-Aminobenzimidazole-->Potassium hydroxide-->Acetone-->Potassium carbonate
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