| Identification | Back Directory | [Name]
7-Benzylamino-4-nitrobenz-2-oxa-1,3-diazole | [CAS]
18378-20-6 | [Synonyms]
BBD
Benzylamino-NBD
4-Benzylamino-7-nitr
4-Benzylamino-7-nitrobenzofurazan
7-Nitro-N-benzyl-4-benzofurazanamine
7-nitro-N-(benzyl)benzofurazan-4-amine
7-BENZYLAMINO-4-NITROBENZ-2-OXA-1 3- &
BENZYLAMINO-4-NITROBENZ-2-OXA-1,3-DIAZOLE
4-Benzylamino-7-nitro-2,1,3-benzoxadiazole
4-BENZYLAMINO-7-NITROBENZ-2-OXA-1,3-DIAZOLE
7-BENZYLAMINO-4-NITROBENZ-2-OXA-1,3-DIAZOLE
4-(Benzylamino)-7-nitro-2,1,3-benzooxadiazole
N-Benzyl-7-nitro-2,1,3-benzoxadiazole-4-amine
N-Benzyl-4-nitro-2,1,3-benzooxadiazole-7-amine
4-Benzofurazanamine, 7-nitro-N-(phenylmethyl)-
N-Benzyl-7-nitrobenzo[c][1,2,5]oxadiazol-4-aMine
4-BenzylaMino-7-nitro-2,1,3-benzoxadiazole (BBD)
BBD, 7-Benzylamino-4-nitrobenz-2-oxa-1,3-diazole
4-Nitro-N-(phenylmethyl)-2,1,3-benzoxadiazol-7-amine
4-BENZYLAMINO-7-NITROBENZOFURAZAN, FOR FLUORESCENCE* | [EINECS(EC#)]
242-261-5 | [Molecular Formula]
C13H10N4O3 | [MDL Number]
MFCD00038006 | [MOL File]
18378-20-6.mol | [Molecular Weight]
270.24 |
| Chemical Properties | Back Directory | [Appearance]
BROWN FINE POWDER | [Melting point ]
206-209 °C
| [Boiling point ]
413.36°C (rough estimate) | [density ]
1.2858 (rough estimate) | [refractive index ]
1.6120 (estimate) | [storage temp. ]
Store at 2-8 | [form ]
Solid | [pka]
-3.78±0.45(Predicted) | [color ]
Brown to orange | [CAS DataBase Reference]
18378-20-6 |
| Hazard Information | Back Directory | [Chemical Properties]
BROWN FINE POWDER | [Uses]
BBD (NSC240867) is a biochemical reagent/chromogenic reagent. | [Definition]
ChEBI: 7-benzylamino-4-nitrobenz-2-oxa-1,3-diazole is a benzoxadiazole. It has a role as a fluorochrome. | [Synthesis]
GENERAL METHOD: To a solution of 4-chloro-7-nitrobenzo-2-oxa-1,3-diazole (NBD-Cl, 1 eq.) in acetonitrile (0.1 M) was added benzylamine (1.1 eq.) followed by triethylamine (2 eq.). The reaction mixture was stirred at reflux for 16 hours under nitrogen protection. Upon completion of the reaction, the solvent was removed by rotary evaporator under reduced pressure. The residue was redissolved in ethyl acetate, washed sequentially with 1 M hydrochloric acid, water and saturated saline, the organic phase was dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by silica gel column chromatography with gradient elution using ethyl acetate/hexane mixed solvent. | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 1, p. 370 - 374
[2] Journal fuer Praktische Chemie (Leipzig), 1985, vol. 327, # 3, p. 487 - 504
[3] Journal of Medicinal Chemistry, 1968, vol. 11, # 2, p. 305 - 311 |
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