ethyl 4-chloro-6-fluoro-7-(p-tolylthio)pyrido<2,3-c>pyridazine-3-carboxylate

Base Information

Chemical Name:ethyl 4-chloro-6-fluoro-7-(p-tolylthio)pyrido<2,3-c>pyridazine-3-carboxylate
CAS No.:133414-09-2
Molecular Formula:C₁₇H₁₃ClFN₃O₂S
Molecular Weight:377.827
Hs Code.:

Synonyms:ethyl 4-chloro-6-fluoro-7-(p-tolylthio)pyrido<2,3-c>pyridazine-3-carboxylate

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Chemical Property of ethyl 4-chloro-6-fluoro-7-(p-tolylthio)pyrido<2,3-c>pyridazine-3-carboxylate

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Technology Process of ethyl 4-chloro-6-fluoro-7-(p-tolylthio)pyrido<2,3-c>pyridazine-3-carboxylate

There total 24 articles about ethyl 4-chloro-6-fluoro-7-(p-tolylthio)pyrido<2,3-c>pyridazine-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

: 133414-08-1
ethyl 6-fluoro-4(1H)-oxo-7-(p-tolylthio)pyrido<2,3-c>pyridazine-3-carboxylate

: 133414-09-2
ethyl 4-chloro-6-fluoro-7-(p-tolylthio)pyrido<2,3-c>pyridazine-3-carboxylate

Guidance literature:: With trichlorophosphate; at 100 ℃; for 2h;
DOI:10.1248/cpb.38.3211

Reference yield:

: 82671-06-5
2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid

: 133414-09-2
ethyl 4-chloro-6-fluoro-7-(p-tolylthio)pyrido<2,3-c>pyridazine-3-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 81 percent / SOCl₂ / 1 h / Heating

2: 1.) Mg, CCl₄, EtOH / 1.) Et₂O, reflux, 30 min, 2.) 10 min

3: p-toluenesulfonic acid / H₂O / 2 h / Heating

4: 88 percent / p-toluenesulfonyl azide, Et₃N / acetonitrile / 1 h / Ambient temperature

5: 35 percent / tri-n-butylphosphine / diisopropyl ether / 18 h / Ambient temperature

6: 11 percent / methanol; H₂O / 4.5 h / Heating

7: tri-n-butylphosphine / bis-(2-methoxy-ethyl) ether / 3 h / 125 - 130 °C

8: 89 percent / POCl₃ / 2 h / 100 °C

With tetrachloromethane; thionyl chloride; 4-toluenesulfonyl azide; ethanol; tributylphosphine; toluene-4-sulfonic acid; magnesium; triethylamine; trichlorophosphate; In methanol; di-isopropyl ether; diethylene glycol dimethyl ether; water; acetonitrile;
DOI:10.1248/cpb.38.3211

Reference yield:

: 120876-32-6
ethyl 2-diazo-3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate

: 133414-09-2
ethyl 4-chloro-6-fluoro-7-(p-tolylthio)pyrido<2,3-c>pyridazine-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 35 percent / tri-n-butylphosphine / diisopropyl ether / 18 h / Ambient temperature

2: 37 percent / KOtBu / dioxane / 2 h / Ambient temperature

3: 85 percent / KOH / ethanol / 1 h / Ambient temperature

4: 89 percent / p-toluenesulfonyl azide, Et₃N / acetonitrile / 0.5 h / Ambient temperature

5: tri-n-butylphosphine / bis-(2-methoxy-ethyl) ether / 3 h / 125 - 130 °C

6: 89 percent / POCl₃ / 2 h / 100 °C

With potassium hydroxide; 4-toluenesulfonyl azide; tributylphosphine; potassium tert-butylate; triethylamine; trichlorophosphate; In 1,4-dioxane; ethanol; di-isopropyl ether; diethylene glycol dimethyl ether; acetonitrile;
DOI:10.1248/cpb.38.3211