Compounds containing phenyl-substituted pyridazine structural units and their preparation methods and applications
A compound and phenylene technology are applied in the field of new compounds containing phenyl-substituted pyridazine structural units and their preparation, which can solve the problems such as the distance of practical application.
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Embodiment 1
[0083] Embodiment 1, compound preparation of
[0084] step 1: Synthesis
[0085]
[0086] Into the 500mL reaction bottle, put 0.2mol of benzene, 0.2mol of AlCl 3 and 150 mL of dichloromethane, and cooled to 0°C in an ice bath. 0.24 mol of succinic acid monoethyl chloride in 50 mL of methylene chloride was added dropwise, and after the drop was completed, the reaction was maintained at -78°C for 1 hour. Then, 20 mmole of dibenzocycloheptenone in 80 mL of tetrahydrofuran was added dropwise, and the reaction was maintained at 0° C. for 1 hour after the drop was completed. Slowly warm up to room temperature overnight. Pour the system into 200mL of 2N dilute hydrochloric acid aqueous solution and stir for 10 minutes. The liquids were separated, the aqueous phase was extracted three times with 15 mL of dichloromethane, the organic phases were washed with water, combined and spin-dried to obtain a yellow liquid. After passing through a silica gel column and eluting with p...
Embodiment 2
[0108] Embodiment 2, compound Synthesis
[0109] step 1: Synthesis
[0110]
[0111] For this step, refer to step 1 of Example 1.
[0112] Step 2: Synthesis
[0113]
[0114] For this step, refer to step 2 of Example 1.
[0115] Step 3: Synthesis
[0116]
[0117] For this step, refer to step 3 of Example 1.
[0118] Step 4: Synthesis
[0119]
[0120] This step refers to step 4 of Example 1, and the bromobenzene in Step 4 of Example 1 is replaced with methyl bromide, and other conditions and other operations are the same as Step 4 of Example 1. Yield: 65%.
[0121] Step 5: Synthesis
[0122]
[0123] In this step, refer to step 5 of Example 1, replace 1d in step 5 of Example 1 with 2d, and other operations are the same as step 5 of Example 1 to prepare the target compound with a yield of 82%.
[0124] Step 6: Synthesis
[0125]
[0126] This step refers to step 6 of embodiment 1, replaces 1e in step 6 of embodiment 1 with 2e, and other...
Embodiment 3
[0133] Embodiment 3, compound Synthesis
[0134] step 1: Synthesis
[0135]
[0136] This step refers to step 1 of Example 1, and the benzene in step 1 of Example 1 is replaced with anisole, and other operations are the same as step 1 of Example 1 to prepare the target compound with a yield of 62%.
[0137] Step 2: Synthesis
[0138]
[0139] For this step, refer to step 2 of Example 1, replace 1a in Step 2 of Example 1 with 3a, and other conditions and other operations are the same as Step 2 of Example 1. Yield: 62%.
[0140] Step 3: Synthesis
[0141]
[0142] For this step, refer to step 3 of Example 1, replace 1b in Step 3 of Example 1 with 3b, and other conditions and other operations are the same as Step 3 of Example 1. Yield: 71%.
[0143] Step 4: Synthesis
[0144]
[0145] For this step, refer to step 4 of Example 1, replace 1c in Step 4 of Example 1 with 3c, replace bromobenzene with 3,4,5-trifluorobromobenzene, and other conditions and ot...
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