These common heterocyclic compound, 41406-00-2, name is 3-Isopropoxyaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. COA of Formula: C9H13NO
Thiophosgene (46 muL, 0.60 mmol) was added dropwise to a stirred solution of 3- isopropoxy aniline (82 mg, 0.543 mmol) and calcium carbonate (272 mg, 2.72 mmol) in DCM/H2O (1 : 1) (4 mL). This was stirred at room temperature for 1 h. The phases were separated and the organic layer was dried and concentrated in vacuo. The residue was dissolved in DMF (3 mL) and added to a stirred solution of N-[4-(4-acetylpiperazin-l- yl)phenyl]-2-hydrazino-2-oxoacetamide (Intermediate 21, 100 mg, 0.33 mmol) in DMF at 850C. This mixture was stirred at 850C for 1 h then EDAC (105 mg, 0.54 mmol) was added. The mixture was stirred at 1000C for a further 1 h then allowed to cool and treated with H2O (10 mL). The resulting precipitate was filtered and washed sequentially with DMSQ/MeCN/H2O (7:2:1) (5 mL) and ether (5 mL) to give the title compound as a white solid (12 mg, 8%); 1HNMR delta 10.90 (IH, s), 10.82 (s, IH), 7.67 (2H, d), 7.25 (2H, d), 7.10 (IH, d), 6.97 (2H5 d), 6.63 (IH, d), 4.59 (IH, m), 3.58 (4H, br. s), 3.15 (2H, m), 3.09 (2H, m), 2.04 (3H, s), 1.32 (3H, s), 1.30 (3H5 s); MS m/e MH+ 465.
The synthetic route of 3-Isopropoxyaniline has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/64189; (2006); A1;,
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