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| | 4-(TERT-BUTYL)-2-NITROANILINE Basic information |
| Product Name: | 4-(TERT-BUTYL)-2-NITROANILINE | | Synonyms: | BUTTPARK 52\04-96;4-(TERT-BUTYL)-2-NITROANILINE;Benzenamine, 4-(1,1-dimethylethyl)-2-nitro-;2-Nitro-4-tert-butylaniline;4-(1,1-Dimethylethyl)-2-nitrobenzenamine;4-tert-Butyl-2-nitrobenzenaMine;2-Amino-5-(tert-butyl)nitrobenzene;4-tert-Butyl-2-nitro-phenylaMine | | CAS: | 6310-19-6 | | MF: | C10H14N2O2 | | MW: | 194.23 | | EINECS: | 228-632-4 | | Product Categories: | | | Mol File: | 6310-19-6.mol |  |
| | 4-(TERT-BUTYL)-2-NITROANILINE Chemical Properties |
| Melting point | 101-104°C | | Boiling point | 302.8±30.0 °C(Predicted) | | density | 1.140±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | form | crystalline powder | | pka | 0.43±0.10(Predicted) | | color | Orange | | CAS DataBase Reference | 6310-19-6(CAS DataBase Reference) |
| | 4-(TERT-BUTYL)-2-NITROANILINE Usage And Synthesis |
| Uses | 4-(tert-Butyl)-2-nitroaniline is an organic compound commonly used in organic synthesis, especially as a synthetic intermediate in the pharmaceutical and dye industries. | | Synthesis | General procedure for the synthesis of 4-tert-butyl-2-nitroaniline from N-(4-tert-butyl-2-nitrophenyl)acetamide: Methanol (13.5 L) and N-(4-tert-butyl-2-nitrophenyl)acetamide (7.0 kg, 29.6 mol) were added to the reactor. The mixture was stirred for 10 min, then a methanol solution of 30% sodium methanol (6.49 L, 35.5 mol) was slowly added at room temperature. The mixture was slowly heated to reflux and held at this temperature for 2 hours. Upon completion of the reaction, the methanol was vacuum distilled to dryness at 50-55°C and the solid was cooled to room temperature. The residue was stirred in water (35 L) for 1 h. The solid was collected by filtration, washed with water (14 L) and dried at 45-50 °C to give 5.3 kg of 4-tert-butyl-2-nitroaniline. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 1.27 (s, 9H), 5.95 (br s, 2H), 6.76 (d, 1H), 7.43 (d, 1H), 8.08 (s, 1H). | | References | [1] Journal of the American Chemical Society, 2012, vol. 134, # 3, p. 1528 - 1535
[2] Journal of Organic Chemistry, 1970, vol. 35, p. 917 - 923
[3] Journal of Medicinal Chemistry, 1995, vol. 38, # 25, p. 4906 - 4916
[4] Patent: WO2011/47315, 2011, A1. Location in patent: Page/Page column 51
[5] Patent: WO2013/114250, 2013, A1. Location in patent: Page/Page column 181 |
| | 4-(TERT-BUTYL)-2-NITROANILINE Preparation Products And Raw materials |
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