1,2,3-Benzenetriamine

Benzene-1,2,3-triamine is a benzenetriamine.

General procedure: In a typical procedure, a mixture of nitrobenzene (2 mmol), NaBHTin(ll) chloride dihydrate (2.22 g, 9.84 mmol) was suspended in concentrated hydrochloric10 acid. To this suspension 4-nitro-2, 1 , 3-benzoselenadiazole X-6b (200 mg, 1.11 mmol) wasadded in portions. After the addition was completed the mixture was refluxed for 5 h.Subsequently, elemental selenium was filtered off while hot. The filtrate was cooled toroom temperature. The formed yellowish crystals (1 , 2, 3-triaminobenzene dihydrochlorideX-6c) were filtered under reduced pressure, washed with ethanol and dried to afford15 1.11.g. The product was directly used for the next step without further characterization.Yield: 58percentTo a solution of 1 g (5.0 mmol) of 1 , 2, 3-triaminobenzene dihydrochloride X-6c in water (1 0ml) was added a solution of Se02 (555 mg, 5.0 mmol) in water (15 ml) at room20 temperature. After the addition was finished the reaction mixture was stirred for 15 minand then alkalized with a 30percent aq. NaOH solution while cooling on an ice bath. Theresulting orange needles were filtered off under reduced pressure, washed with water anddried. Additional purification by column chromatography (eluent: pure dichloromethane)yielded 560 mg of 4-amino-2, 1 , 3-benzoselenodiazole.25 Yield: 56percent.1H NMR (600 MHz, DMSO-d5) o: 7.26 (dd, J = 8.9, 7.2 Hz, 1 H), 6.93 (d, J = 8.8 Hz, 1 H), 6.35 (d, J = 7.3 Hz, 1 H), 5.98 (s, 2H, NH2).Purity> 95 percent, calculated from 1H NMR data.The following list of illustrative compounds is therefore to be read in the light of the above teachings.Aliphatic and Alicyclic Aminesmethylaminen-butylaminetetramethylammonium chloride...1, 2-diaminocyclobutane1, 4-diaminocyclohexanephenylenediaminetriaminobenzene3, 3'-diaminobiphenylallylaminediallylamine...

Molecular Weight:123.16
XLogP3:-0.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Exact Mass:123.079647300
Monoisotopic Mass:123.079647300
Topological Polar Surface Area:78.1
Heavy Atom Count:9
Complexity:84.3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes