2-METHYL-QUINOLINE-4-CARBOXYLIC ACID HYDRAZIDE synthesis
- Product Name:2-METHYL-QUINOLINE-4-CARBOXYLIC ACID HYDRAZIDE
- CAS Number:29620-66-4
- Molecular formula:C11H11N3O
- Molecular Weight:201.22
634-38-8
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Yield:29620-66-4 79.2%
Reaction Conditions:
with hydrazine in methanol; for 16 h;Heating / reflux;
Steps:
2
A solution of Intermediate 1 (7.01 g, 32.56 mmol) in dry MeOH (50 mL) was treated with hydrazine hydrate (3.5 mL, 70 mmol) and the resulting solution was refluxed for overnight (16 h). The reaction mixture was brought to room temperature and the precipitated product was filtered off and the solution was evaporated under reduced pressure. The residue was recrystallized from 2-propanol to get more of the title compound (6.5 g, 79.2%) as white solid, mp: 175-176 0C. 1H NMR (CDCl3) δ: 2.67 (s, 3H), 4.66 (bs, 2H), 7.41 (s, IH), 7.57 (dt, J = 1.10, 6.78 Hz, IH), 7.75 (dt, J = 1.28, 8.43 Hz, IH), 7.96 (d, J = 8.43 Hz, IH), 8.11 (d, J= 8.43 Hz, IH), 9.86 (s, IH).
References:
WO2006/136008,2006,A1 Location in patent:Page/Page column 33
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55625-40-6
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91-56-5
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