Organic sulfur compound as well as preparation method and application thereof
A compound, organic sulfur technology, applied in the field of pesticides, can solve the problems of poor acaricidal activity and serious resistance, and achieve the effect of low resistance development speed and excellent control effect
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Embodiment 1
[0079] Example 1 Preparation of 2-(4-(tert-butyl)phenoxy)cyclohexyl(2,2-difluoroethyl)sulfite (compound 170)
[0080] Step 1: Preparation of 2-(4-tert-butylphenoxy)cyclohexanol
[0081]
[0082] Add toluene (50mL), epoxycyclohexane (117.6g, 1.2mol), p-tert-butylphenol (150g, 1mol) and sodium hydroxide (4g, 0.1mol) successively in a 500ml round bottom flask, and stir Heat to 108 degrees Celsius to react. After reacting for 10 hours, distill under reduced pressure to remove the remaining epoxycyclohexane and toluene. After cooling the reaction solution to 50 degrees Celsius, add 1L ethyl acetate and 1L water. After extraction and separation, add 500mL ethyl acetate to the water layer again. After liquid separation, the organic phases were combined, dried by adding 100 g of anhydrous sodium sulfate, and then rotary evaporated under reduced pressure. After drying, 226 g of white solids were obtained, with a yield of 91.1%.
[0083] Step 2: Preparation of 2-(4-(tert-butyl)pheno...
Embodiment 2
[0089] Example 2 Preparation of 2-(4-(tert-butyl)phenoxy)cyclohexyl(2-fluoroethyl)sulfite (compound 334)
[0090]
[0091] Prepared according to the method described in step 2 of Example 1, properties: colorless viscous oil.
[0092] 1 H-NMR (500MHz, CDCl 3 ):δ=7.25-7.28(m,2H),6.84-6.86(m,2H),4.32-4.58(m,3H),4.24-4.28(m,1H),4.13-4.16(m,2H),2.12 -2.20(m,2H),1.73-1.76(m,2H),1.32-1.68(m,4H),1.28(s,9H).
[0093] MS (m / z, ESI): 381.15 (m+Na).
Embodiment 3
[0094] Example 3 Preparation of 2-(4-(tert-butyl)phenoxy)cyclohexyl(2,2,2-trifluoroethyl)sulfite (compound 6)
[0095] Prepared according to the method described in step 2 of Example 1, properties: colorless viscous oil.
[0096] 1 H-NMR (500MHz, CDCl3): δ=7.25-7.31(m,2H),6.84-6.89(m,2H),4.48-4.58(m,1H),4.12-4.17(m,1H),3.94-3.96 (m,1H),3.69-3.73(m,1H),2.02-2.15(m,2H),1.32-1.74(m,6H),1.29(s,9H).
[0097] MS (m / z, ESI): 417.13 (m+Na).
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