4810-42-8

Usage

Uses

Used in Insect Repellent Applications:
N,N-diethylpyridine-3-sulfonamide is used as an insect repellent for preventing mosquito and tick bites. It serves to block the insects' olfactory receptors, making it difficult for them to locate and feed on the skin, thereby providing protection against insect-borne diseases.
Used in Outdoor Protection:
N,N-diethylpyridine-3-sulfonamide is used as a protective agent in outdoor settings to safeguard individuals from the bites of insects that may carry diseases. By applying DEET in the recommended forms such as lotions, sprays, and wipes, people can enjoy outdoor activities with reduced risk of insect bites.

Upstream product

• 110-86-1 pyridine 
• 636-73-7 3-pyridinesulfonic acid 
• 16133-25-8 Pyridine-3-sulfonyl chloride 
• 121-44-8 triethylamine 
• 626-55-1 3-Bromopyridine 
• 109-89-7 diethylamine 

Relevant academic research and scientific papers

Nucleophilic C-H Etherification of Heteroarenes Enabled by Base-Catalyzed Halogen Transfer

We report a general protocol for the direct C-H etherification of N-heteroarenes. Potassium tert-butoxide catalyzes halogen transfer from 2-halothiophenes to N-heteroarenes to form N-heteroaryl halide intermediates that undergo tandem base-promoted alcohol substitution. Thus, the simple inclusion of inexpensive 2-halothiophenes enables regioselective oxidative coupling of alcohols with 1,3-azoles, pyridines, diazines, and polyazines under basic reaction conditions.

Synthesis of sulfonamides: Via copper-catalyzed oxidative C-N bond cleavage of tertiary amines

A copper-catalyzed coupling reaction of sulfonyl chlorides with tertiary amines via the oxidative C-N bond cleavage of tertiary amines was developed. Sulfonamides were synthesized using this strategy in moderate to good yields. The reaction was applicable to various tertiary amines, as well as sulfonyl chlorides.

Efficient and scalable synthesis of pyridine sulfonamides

Short-step and scalable transformations from 2,6-dibromopyridine to 6-bromopyridine-2-sulfonamide by means of halogen-metal exchange and subsequent reaction with sulfuryl chloride followed by amidation are established. Application of the method for the synthesis of various pyridine sulfonamides is also described. Georg Thieme Verlag Stuttgart - New York.

Directed ortho -metalation-cross-coupling strategies. One-pot Suzuki reaction to biaryl and heterobiaryl sulfonamides

A general synthesis of stable ortho-boropinacolato aryl and heteroaryl sulfonamides by directed ortho-metalation (DoM) and either MeOBPin or i-PrOBpin electrophile quench, 3 → 4, is described. A one-pot metalation-Suzuki cross-coupling procedure for the synthesis of biaryls and heterobiaryls, 3 → 5, and a complementary DoM-Ir-catalyzed boronation sequence (Scheme 6) are delineated.

Facile one-pot synthesis of aromatic and heteroaromatic sulfonamides

A series of arene and heteroarene sulfonamides were prepared in one vessel from aryl and heteroaryl bromides via conversion into the corresponding Grignard reagents using either magnesium or isopropylmagnesium chloride and subsequent reaction with sulfur dioxide, sulfuryl chloride, and an amine.