A new method for synthesis of N,N-diethyl-m-methylbenzamide

Introduction: N, N-diethyl-m-methylbenzamide or N, N-diethyl-m-toluamide (DEET), is well known as an insect repellent. In addition, it is used to improve the dermal and transdermal delivery of many drugs. Objectives: To present a feasible procedure to synthesize DEET from m-toluic acid and diethylam...

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Autores principales:	Pham Duc Thinh, Phan Dinh Chau, Do Duc Anh, Do Ba Quyet, Vu Binh Duong
Formato:	article
Lenguaje:	ES
Publicado:	ECIMED 2021
Materias:	m -toluic acid n,n-diethyl-m-toluamide ingredient, insects repellent. Medicine R Medicine (General) R5-920
Acceso en línea:	https://doaj.org/article/2724972d18984cfaa180152776342e89
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spelling	oai:doaj.org-article:2724972d18984cfaa180152776342e892021-12-03T13:28:51ZA new method for synthesis of N,N-diethyl-m-methylbenzamide1561-3046https://doaj.org/article/2724972d18984cfaa180152776342e892021-12-01T00:00:00Zhttp://revmedmilitar.sld.cu/index.php/mil/article/view/1523https://doaj.org/toc/1561-3046Introduction: N, N-diethyl-m-methylbenzamide or N, N-diethyl-m-toluamide (DEET), is well known as an insect repellent. In addition, it is used to improve the dermal and transdermal delivery of many drugs. Objectives: To present a feasible procedure to synthesize DEET from m-toluic acid and diethylamine. Methods: The m-toluic acid was activated with 1,1'-carbonyl-diimidazole, to obtain the intermediate product 1- (m-toluoyl) imidazole that continues to react with diethylamine, to produce DEET. In this way, the factors affecting the synthesis of N, N-diethyl-m-toluamide are improved. Results: DEET was obtained through an optimal procedure. The by-products of the reaction are soluble in water; they are easily removed by the liquid-liquid extraction method with water and dichloromethane. Most of the DEET obtained has high purity. The yields were 94 to 95 %. Conclusions: An improved route has been provided for a simple and efficient synthesis of DEET from m-toluic acid and diethylamine in the presence of 1,1'-carbonyl-diimidazole. The synthesis procedure was carried out in one-pot, and the isolation of DEET was achieved by liquid-liquid extraction. The total procedure time was significantly reduced. This synthesis method is easily scalable and industrially feasible.Pham Duc ThinhPhan Dinh ChauDo Duc AnhDo Ba QuyetVu Binh DuongECIMEDarticlem -toluic acidn,n-diethyl-m-toluamideingredient, insects repellent.MedicineRMedicine (General)R5-920ESRevista Cubana de Medicina Militar, Vol 50, Iss 4, Pp e02101523-e02101523 (2021)
institution	DOAJ
collection	DOAJ
language	ES
topic	m -toluic acid n,n-diethyl-m-toluamide ingredient, insects repellent. Medicine R Medicine (General) R5-920
spellingShingle	m -toluic acid n,n-diethyl-m-toluamide ingredient, insects repellent. Medicine R Medicine (General) R5-920 Pham Duc Thinh Phan Dinh Chau Do Duc Anh Do Ba Quyet Vu Binh Duong A new method for synthesis of N,N-diethyl-m-methylbenzamide
description	Introduction: N, N-diethyl-m-methylbenzamide or N, N-diethyl-m-toluamide (DEET), is well known as an insect repellent. In addition, it is used to improve the dermal and transdermal delivery of many drugs. Objectives: To present a feasible procedure to synthesize DEET from m-toluic acid and diethylamine. Methods: The m-toluic acid was activated with 1,1'-carbonyl-diimidazole, to obtain the intermediate product 1- (m-toluoyl) imidazole that continues to react with diethylamine, to produce DEET. In this way, the factors affecting the synthesis of N, N-diethyl-m-toluamide are improved. Results: DEET was obtained through an optimal procedure. The by-products of the reaction are soluble in water; they are easily removed by the liquid-liquid extraction method with water and dichloromethane. Most of the DEET obtained has high purity. The yields were 94 to 95 %. Conclusions: An improved route has been provided for a simple and efficient synthesis of DEET from m-toluic acid and diethylamine in the presence of 1,1'-carbonyl-diimidazole. The synthesis procedure was carried out in one-pot, and the isolation of DEET was achieved by liquid-liquid extraction. The total procedure time was significantly reduced. This synthesis method is easily scalable and industrially feasible.
format	article
author	Pham Duc Thinh Phan Dinh Chau Do Duc Anh Do Ba Quyet Vu Binh Duong
author_facet	Pham Duc Thinh Phan Dinh Chau Do Duc Anh Do Ba Quyet Vu Binh Duong
author_sort	Pham Duc Thinh
title	A new method for synthesis of N,N-diethyl-m-methylbenzamide
title_short	A new method for synthesis of N,N-diethyl-m-methylbenzamide
title_full	A new method for synthesis of N,N-diethyl-m-methylbenzamide
title_fullStr	A new method for synthesis of N,N-diethyl-m-methylbenzamide
title_full_unstemmed	A new method for synthesis of N,N-diethyl-m-methylbenzamide
title_sort	new method for synthesis of n,n-diethyl-m-methylbenzamide
publisher	ECIMED
publishDate	2021
url	https://doaj.org/article/2724972d18984cfaa180152776342e89
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A new method for synthesis of N,N-diethyl-m-methylbenzamide

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