3-CHLORO-2,6-DIETHYLANILINE

Synthesis of M-MIPACDEAIn a 5 litre flanged reaction vessel were placed a mixture of 137 ml of sulphuric acid, 580 ml water and 313 ml propan-2-ol. To this were added 250 grams of Example 113.3 g (22.1 mmol) of 2, 6-diethylaniline and 44.7 g (438 mmol) of sulfuric acid (96% by weight) were introduced in an autoclave made of Hastelloy HC22. The autoclave was heated to 35 C and flushed with nitrogen to check leak-tightness. Having released the nitrogen, 6.2 g (87.4 mmol) of chlorine gas were introduced into the mixture. The reaction was stirred at 35 C for 4.5 h and then poured into 50 g of ice. The suspension was neutralized with 360 g of 10% aqueous sodium hydroxide. Following phase separation the aqueous layer was extracted with 60 g of ethyl acetate and the combined organic layers were evaporated under reduced pressure to give 4.7 g of a crude product containing 8.3% of Example 8 (Comparative Example)10.0 g (67.0 mmol) of 2, 6-diethylaniline and 54.7 g (469 mmol) of chlorosulfonic acid were introduced in an autoclave made of Hastelloy HC22. The autoclave was heated to 30 C and flushed with nitrogen to check leak-tightness. Having released the nitrogen, 4.7 g (66.3 mmol) of chlorine gas were introduced to the mixture. The reac- tion was stirred at 30 C for 3 h and then poured into 50 g of ice. The suspension was neutralized with 60 g of 30% aqueous sodium hydroxide. Following phase separation, the aqueous layer was extracted with 50 g of ethyl acetate, and the combined organic layers were evaporated under reduced pressure to give 12.1 g of a crude mixture containing 18.6% Example 113.0 g (87.1 mmol) 2, 6-diethylaniline and 26.4 g (258 mmol) sulfuric acid (96 % by weight) were introduced in an autoclave made of Hastelloy HC22. The autoclave was heated to 30 C and flushed with nitrogen to check leak-tightness. After having released the nitrogen, 6.2 g (87.4 mmol) chlorine gas were introduced into the mixture. The reaction was stirred at 30 C for 3 h and then poured into 50 g of ice. The suspension was neutralized with 200 g of 10% aqueous sodium hydroxide. After phase separation, the aqueous layer was extracted with 75 g of ethyl acetate, and the combined organic layers were evaporated under reduced pressure to give 15.7 g of a crude product containing 94.4% of

Used as a raw material for pesticide intermediates and polyurethane additives

Molecular Weight:183.68
XLogP3:3.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:183.0814771
Monoisotopic Mass:183.0814771
Topological Polar Surface Area:26
Heavy Atom Count:12
Complexity:138
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes