Application of alkyl sulfide methyl phenolic compounds
A technology of alkylthiomethylphenol and alkylthiomethyl, which is applied in the fields of sulfide preparation, organic chemistry, liquid carbon-containing fuel, etc., can solve the problem of no antiknock effect of metal antiknock agents, air and soil environmental damage , Interfering with metabolism and other issues, to achieve excellent anti-knock performance, no ash, no residue and environmental protection
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Embodiment 1
[0032] Under stirring at 0-10℃, add 108.1g (1.0 mol) o-cresol, 124.1g (2.0 mol) ethyl mercaptan, and 120.1g paraformaldehyde (4.0 mol) to a 1-liter autoclave in turn, and then slowly Slowly add 27.33g of 33% (volume ratio) dimethylamine aqueous solution. After the dimethylamine solution is added, the reactor is sealed under the condition of nitrogen gas. Under the protection of nitrogen and stirring, let the reaction solution react at 50°C for 1.5 hours, then heat to 115°C for 2 hours; lower the temperature of the reaction solution to 20°C, distill under reduced pressure to remove water and low-boiling organic impurities, and then Slowly increase the temperature of the reaction solution to 95°C, and distill out most of the volatile impurities and intermediate products. Finally at Under the condition of 1 HNMR, CDCl3, ppm): 1.3011-1.3102 (6H, t, 2*CH 3 ), 2.2690 (3H, s, ArCH 3 ), 2.3911-2.4302 (4H, q, 2* SCH 2 ), 3.6055 (2H, s, SCH 2 Ar), 3.9667 (2H, s, SCH 2 Ar), 6.8642-6.8687...
Embodiment 2
[0034] Under stirring at 0-10°C, 108.14g (1.0 mol) o-cresol, 152g (2.0 mol) n-propyl mercaptan, 120.12g paraformaldehyde (4.0 mol) were added to a 1-liter autoclave in sequence, and then dropped Add 27.33g of 33% dimethylamine in water. After the dimethylamine solution is added, the reactor is sealed. Under the protection of nitrogen and stirring, let the reaction solution react at 50°C for 0.5 hours, then heat to 115°C for 2 hours; reduce the temperature of the reaction solution to 65°C, and distill under reduced pressure to remove water and low-boiling organic impurities , Then slowly increase the temperature of the reaction solution to 95°C, and distill out most of the volatile impurities and intermediate products. Finally at Under the condition of 1 HNMR, CDCl3, ppm): 1.103-1.126 (6H, t, 2*CH 3 ), 1.6890-1.6907 (4H, m, 2* CH 2 ), 2.2667 (3H, s, ArCH 3 ), 2.3685-2.4431 (4H, q, 2* SCH 2 ), 3.6051 (2H, s, SCH 2 Ar), 3.9648 (2H, s, SCH 2 Ar), 6.8638-6.8681 (1H, d, Ar-H), 7.028...
Embodiment 3
[0036] Under stirring at 0-10℃, add 108.14g (1.0 mol) o-cresol, 180g (2.0 mol) isopropyl mercaptan, and 120.12g paraformaldehyde (4.0 mol) into a 1 liter autoclave. 27.33g of 33% dimethylamine aqueous solution was added dropwise. After the dimethylamine solution is added, the reactor is sealed. The subsequent control, operation and reaction post-treatment process are the same as in the second implementation example. Then 225.7 g (79.5%) of 2-methyl-4,6-bis(isopropylthiomethyl)phenol was obtained. (Sample number 03). Proton Nuclear Magnetic Resonance Spectroscopy ( 1 HNMR, CDCl3, ppm): 1.2784-1.2951 (12H, d, 4*CH 3 ), 2.2662 (3H, s, ArCH 3 ), 2.3690-2.4424 (2H, q, 2* SCH), 3.6027 (2H, s, SCH 2 Ar), 3.9639 (2H, s, SCH 2 Ar), 6.8647-6.8686 (1H, d, Ar-H), 7.0285-7.0319 (1H, d, Ar-H), 7.489 (1H, b, OH).
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