5-Nitrobenzoxazole-2-amine

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5-Nitrobenzoxazole-2-amine Basic information
Product Name:5-Nitrobenzoxazole-2-amine
Synonyms:5-Nitro-2-benzoxazolamine;5-Nitrobenzoxazole-2-amine;2-Amino-5-nitro-1,3-benzoxazole;5-Nitro-1,3-benzoxazol-2-amine, 2-Amino-5-nitrobenzo[d]oxazole;5-nitro-benzooxazol-2-ylamine;2-Benzoxazolamine, 5-nitro-;2-Amino-5-nitrobenzoxazole
CAS:64037-16-7
MF:C7H5N3O3
MW:179.13
EINECS:
Product Categories:
Mol File:64037-16-7.mol
5-Nitrobenzoxazole-2-amine Structure
5-Nitrobenzoxazole-2-amine Chemical Properties
Melting point 288 °C(Solv: ethanol (64-17-5))
Boiling point 387.6±34.0 °C(Predicted)
density 1.575±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka-3.44±0.10(Predicted)
AppearanceLight yellow to green yellow Solid
Safety Information
HS Code 2934999090
MSDS Information
5-Nitrobenzoxazole-2-amine Usage And Synthesis
Synthesis
Guanidine, N''-cyano- (9CI)

127099-85-8

2-Amino-4-nitrophenol

99-57-0

5-Nitrobenzoxazole-2-amine

64037-16-7

General method: 2-Amino-4-nitrophenol (1 eq.) and cyanoguanidine (3 eq.) were dissolved in 1,4-dioxane (30 mL/g 2-amino-4-nitrophenol), followed by the addition of boron trifluoride diethyl ether compound (3.0 eq.). The reaction system was heated under argon protection at 80 °C and the reaction progress was monitored by TLC (5-16 h). Upon completion of the reaction, the reaction mixture was cooled and quenched with saturated aqueous sodium bicarbonate (100 mL/g 2-amino-4-nitrophenol) and subsequently extracted with ethyl acetate (3 x 100 mL). The organic phases were combined, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. Depending on the purity of the crude product, the residue can be purified by washing with ethyl acetate, acetone or other suitable organic solvents or by rapid chromatography on silica gel (eluent: cyclohexane/ethyl acetate, gradient from 100/0 to 0/100, v/v) to afford the target product 5-nitrobenzo[d]oxazol-2-amine. The physical properties of the obtained compounds were in agreement with the data reported in the literature.

References[1] Tetrahedron Letters, 2018, vol. 59, # 17, p. 1642 - 1645
5-Nitrobenzoxazole-2-amine Preparation Products And Raw materials
Raw materialsGuanidine, N''-cyano- (9CI)-->2-Amino-4-nitrophenol-->1,4-Dioxane-->Boron trifluoride diethyl etherate
Tag:5-Nitrobenzoxazole-2-amine(64037-16-7) Related Product Information
N-(5-NITRO-1,3-BENZOXAZOL-2-YL)GUANIDINE BENZOOXAZOL-2-YLAMINE 5-NITRO-1,3-BENZOXAZOLE 5-Nitrobenzoxazole-2-amine 2,5-Benzoxazolediamine 6-Nitro-1,3-benzoxazol-2-amine, 2-Amino-6-nitrobenzo[d]oxazole