Category: 25823-52-3

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 25823-52-3, name is 6,7-Dihydro-2H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3(5H)-one, A new synthetic method of this compound is introduced below., Computed Properties of C13H12N2O

A. A mixture of the compound of formula (De), 3-oxo-6,7-dihydro-5H- benzo[6,7]cyclohepta[1,2-c]pyridazine (4.0 g, 19.3 mmol) and POCI3 (20 ml.) was refluxed for 2 h. After cooling to ambient temperature, the volatiles were evaporated.The residue was poured into a mixture of ice water and sodium bicarbonate, CH2CI2 (200 ml.) was added to dissolve the solid. The layers were separated, and the aqueous layer was extracted with CH2CI2 one more time. The combined organic layers were washed with brine. After being dried (MgSO4), filtered, and concentrated, the compound of formula (Df), 3-chloro-6,7-dihydro-5H-benzo[6,7]cyclohepta[1 ,2-c]pyridazine was obtained as a yellow solid (4.3 g, 99%), 1H NMR (300 MHz, CDCI3) delta: 7.82 (m, 1 H), 7.45- 7.24 (m, 4H), 2.59-2.51 (m, 4H), 2.27 (quant, J = 6.9 Hz, 2H); LC-MS: purity: 100%; MS (m/e): 231 (MH+). B. Alternatively, 3-Oxo-6,7-dihydro-5/-/-benzo[6,7]cyclohepta[1 ,2-c]pyridazine was heated with 20 ml. of phosphorus (III) oxychloride at 100 0C for 4.75 h. The solvent was removed under vacuum. The residue was treated with ice and saturated sodium bicarbonate solution. The solid which formed was filtered off, washed well with water and air-dried to yield the corresponding 3-chloro-6,7-dihydro-5H- benzo[6,7]cyclohepta[1 ,2-c]pyridazine (1.6 g); 1H NMR (CDCI3, 300 MHz) 7.82 (m, 1 H), 7.44 (m, 2H), 7.39 (s, 1 H), 7.27 (m, 1 H), 2.55 (m, 4H), 2.32 (m, 2H) ppm; MS (ES) 231/233 (M+H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; WO2008/83367; (2008); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 25823-52-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 25823-52-3 as follows.

A mixture of the compound of formula (De), 6,7-dihydro-2H- benzo[6,7]cyclohepta[1 ,2-c]pyridazin-3(5H)-one (4.0 g, 19.3 mmol) and POCI3 (20 ml_) was refluxed for 2 h. After cooling to ambient temperature, the volatiles were evaporated. The residue was poured into a mixture of ice water and sodium bicarbonate, CH2CI2 (200 ml_) was added to dissolve the solid. The layers were separated, and the aqueous layer was extracted with CH2CI2 one more time. The combined organic layers were washed with brine. After being dried (MgSO4), filtered, and concentrated, the compound of formula (Df), 3-chloro-6,7-dihydro-5H- benzo[6,7]cyclohepta[1 ,2-c]pyridazine was obtained as a yellow solid (4.3 g, 99%), 1H NMR (300 MHz, CDCI3) delta: 7.82 (m, 1H), 7.45-7.24 (m, 4H), 2.59-2.51 (m, 4H), 2.27 (quant, J = 6.9 Hz, 2H); LC-MS: purity: 100%; MS (m/e): 231 (MH+).

According to the analysis of related databases, 25823-52-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; SINGH, Rajinder; HECKRODT, Thilo, J.; HOLLAND, Sacha; WO2010/5876; (2010); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 25823-52-3, These common heterocyclic compound, 25823-52-3, name is 6,7-Dihydro-2H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3(5H)-one, 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.

Synthetic Preparation 8 Compound of Formula (Df) A mixture of the compound of formula (De), 8,9-benzo-6,7-dihydro-2H-cyclohepta[c]pyridazin-3(5H)-one, (4.0 g, 19.3 mmol) and POCl3 (20 mL) was refluxed for 2 h. After cooling to ambient temperature, the volatiles were evaporated. The residue was poured into a mixture of ice water and sodium bicarbonate, CH2Cl2 (200 mL) was added to dissolve the solid. The layers were separated, and the aqueous layer was extracted with CH2Cl2 one more time. The combined organic layers were washed with brine. After being dried (MgSO4), filtered, and concentrated, the compound of formula (Df), 8,9-benzo-3-chloro-6,7-dihydro-5H-cyclohepta[c]pyridazine, was obtained as a yellow solid (4.3 g, 99%), 1H NMR (300 MHz, CDCl3) delta: 7.82 (m, 1H), 7.45-7.24 (m, 4H), 2.59-2.51 (m, 4H), 2.27 (quant, J=6.9 Hz, 2H); LC-MS: purity: 100%; MS (m/e): 231 (MH+).

The synthetic route of 25823-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rigel Pharmaceuticals, Inc.; US2009/111816; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics