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CAS No. : | 41213-31-4 | MDL No. : | MFCD11519427 |
Formula : | C8H3Cl3N2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 233.48 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
19% | In N,N-dimethyl-formamide; | EXAMPLE 1 Preparation of 4-N',N'-dimethylamino-N-(6,7-dichloro-2-quinoxalinyl)benzenesulfonamide A suspension of sodium hydride (60%, 160 mg, 4.0 mmol) in N,N-dimethylformamide (10 ml) under a nitrogen atmosphere at room temperature was treated with <strong>[6162-21-6]p-dimethylaminobenzenesulfonamide</strong> (300 mg, 1.5 mmol), and after stirring one hour, solid 2,6,7-trichloroquinoxaline (308 mg, 1.33 mmol) was added. After five hours, additional 2,6,7-trichloroquinoxaline (45 mg, 0.20 mmol) was added and stirring continued overnight. The reaction mixture was carefully poured into excess pH 4.0 buffer and extracted with ethyl acetate (3X). The combined extract was washed with water, brine and dried over sodium sulfate. Filtration and evaporation yielded a solid which was purified by silica gel flash chromatography (EtOAc/hexanes) to yield the title product (100 mg, 19%) as a solid. Analysis of the title compound gave the following results: 1 H NMR (300 MHz, d6 -DMSO)delta2.94(s, 6H, CH3), 6.74, (d, 2H, J=9.1 Hz, Ar-H), 7.87 d, 2H, J=9.0 Hz, Ar-H), 8.07 (s, 1H, Ar-H), 8.20 (s, 1H, Ar-H), 8.52 (s, 1H, Ar-H), 11.82 (s, 1H, exchanges with D2 O, NH); IR(KBr) 3114, 3057, 1601, 1383, 1316 and 1154 cm-1; UV(EtOH)lambdamax(epsilon) 216.0(41035), 254.4(29214), 283.2(23127) and 350.2 (8436) nm; FDMS(DMSO) m/e=396, 398, 400 (M+). Analysis of C16 H14 Cl2 N4 O2 S: Theory: C, 48.37; H, 3.55; N, 14.10. Found: C, 48.16; H, 3.56; N, 13.92. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
(c) 2,6,7-Trichloroquinoxaline was reacted with <strong>[51-72-9]4-(N-methylamino)phenol sulfate</strong>, following essentially the same procedure as that described in Example 1 Part (a), to give 4-[N-methyl-N-(6,7-dichloro-2-quinoxalinyl)amino]phenol. Proton magnetic resonance spectrum (d6 -acetone; delta in ppm): 8.25 (1H, s, quinoxaline hetero-ring proton); 8.0 (1H, s, quinoxaline benzo-ring proton); 7.9 (1H, s, quinoxaline benzo-ring proton); 7.15 (4H, m, phenoxy protons; 3.55 (3H, s, N-CH3). |