2-tert-butyl-4-nitrobenzenamine synthesis

6synthesis methods

Product Name:2-tert-butyl-4-nitrobenzenamine
CAS Number:59255-98-0
Molecular formula:C10H14N2O2
Molecular Weight:194.23

815586-43-7
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59255-98-0
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Yield:59255-98-0 100%

Reaction Conditions:

with hydrogen bromide in water at 110; for 3 h;

Steps:

3.3

N-(2-tert-butyl-4-nitrophenyl)acetamide (840 mg, 3.57 mmol) was dissolved in concentrated HBr (48%, 20 mL). The resulting solution was heated at 110° C. for 3 h. The reaction mixture was cooled to rt, diluted with EtOAc, and poured into sat. NaHCO₃ solution. The organic phase was extracted with sat. NaHCO₃ solution and brine, dried over Na₂SO₄, filtered and concentrated to give the desired product as a yellow-green oil (710 mg, >100%). ¹H NMR (400 MHz, CD₃OD) δ: 7.52 (d, 1H), 7.40 (dd, 1H), 7.33 (d, 1H), and 1.42 (s, 9H).

References:

US2006/160803,2006,A1 Location in patent:Page/Page column 137

N-(2-tert-butylphenyl)-4-methylbenzenesulfonamide

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References

N-{2-tert-butyl-4-nitrophenyl}-4-methylbenzenesulfonamide

6683-79-0
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59255-98-0
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7402-70-2
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253185-04-5 Synthesis

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References