60372-77-2

Usage

Uses

Used in Food Industry:
Ethyl Lauroyl Arginate Hydrochloride is used as a food antimicrobial agent for the sanitation of preserved foods. It helps maintain the freshness, taste, and quality of food products by inhibiting the growth of spoilage-causing microorganisms and extending the shelf life of perishable items. Its use in the food industry is supported by its GRAS (Generally Recognized As Safe) status, which ensures that it is safe for consumption.
Used in Cosmetics Industry:
In the cosmetics industry, Ethyl Lauroyl Arginate Hydrochloride is used as a preservative to prevent the growth of harmful microorganisms in cosmetic products. It helps maintain the stability, safety, and efficacy of cosmetic formulations, ensuring that they remain free from contamination and spoilage. Its use in cosmetics is supported by its mildness and compatibility with various ingredients, making it suitable for a wide range of cosmetic products, including skincare, haircare, and personal care items.

Flammability and Explosibility

Nonflammable

Synthetic route

n-dodecanoyl chloride (112-16-3) + L‐arginine ethyl ester hydrochloride → Nα-lauroyl-L-arginine ethyl ester monohydrochloride (60372-77-2)

Conditions	Yield
With sodium hydroxide In water; ethyl acetate at 8 - 30℃; pH=7.3 - 7.5; Product distribution / selectivity;	98.1%
With sodium hydrogencarbonate; sodium carbonate In water; ethyl acetate at 20℃; for 3h; Green chemistry;	96%
Stage #1: n-dodecanoyl chloride; L‐arginine ethyl ester hydrochloride With triethylamine In tetrahydrofuran at 15 - 40℃; Stage #2: With hydrogenchloride In water at 10℃; Concentration; Solvent; Temperature; Time; Reagent/catalyst;	94.06%

Nα-lauroyl-arginine ethyl ester → Nα-lauroyl-L-arginine ethyl ester monohydrochloride (60372-77-2)

Conditions	Yield
With hydrogenchloride for 0.5h; Time;	96.4%

lauric acid (143-07-7) + arginine ethyl ester hydrochloride → Nα-lauroyl-L-arginine ethyl ester monohydrochloride (60372-77-2)

Conditions	Yield
Stage #1: lauric acid With 1,1'-carbonyldiimidazole In ethyl acetate at 30℃; for 1h; Large scale; Green chemistry; Stage #2: arginine ethyl ester hydrochloride With triethylamine In ethyl acetate at 30℃; for 2h; Temperature; Large scale; Green chemistry;	93%

lauric acid (143-07-7) + L-arginine ethyl ester hydrochloride → Nα-lauroyl-L-arginine ethyl ester monohydrochloride (60372-77-2)

Conditions	Yield
With benzotriazol-1-ol; diisopropyl-carbodiimide In isopropyl alcohol at 45℃; for 30h; Reagent/catalyst; Solvent; Temperature; Green chemistry;	8.76 g

Nα-lauroyl-L-arginine ethyl ester monohydrochloride (60372-77-2) + sodium acetate (127-09-3) → Nα-lauroyl-L-arginine ethyl ester acetate (92071-96-0)

Conditions	Yield
In water at 75 - 80℃; for 6h; Product distribution / selectivity;	98.5%

Nα-lauroyl-L-arginine ethyl ester monohydrochloride (60372-77-2) + Sodium laurate (629-25-4) → Nα-lauroyl-L-arginine ethyl ester laurate (1193347-26-0)

Conditions	Yield
In water at 80 - 85℃; for 0.5h;	96.5%

Nα-lauroyl-L-arginine ethyl ester monohydrochloride (60372-77-2) + glycolic Acid (79-14-1) → lauroyl arginine ethyl ester glycolate

Conditions	Yield
Stage #1: Nα-lauroyl-L-arginine ethyl ester monohydrochloride With pyridine In acetic acid butyl ester at 60℃; for 1h; Stage #2: glycolic Acid at 60℃; for 3h; Concentration; Reagent/catalyst; Solvent; Temperature;	95.2%

Nα-lauroyl-L-arginine ethyl ester monohydrochloride (60372-77-2) + oxalic acid (144-62-7) → C20H40N4O3*C2H2O4

Conditions	Yield
With sodium hydroxide In methanol; water at 90℃; for 2h;	5 g

Nα-lauroyl-L-arginine ethyl ester monohydrochloride (60372-77-2) + sodium carbonate (497-19-8) → C20H40N4O3*CHO3(1-)

Conditions	Yield
With sodium hydroxide In water at 90℃; for 2h;	4 g

Nα-lauroyl-L-arginine ethyl ester monohydrochloride (60372-77-2) + sodium nicotinate (54-86-4) → C20H40N4O3*C6H5NO2

Conditions	Yield
In water at 90℃; for 2h;	7.6 g

Nα-lauroyl-L-arginine ethyl ester monohydrochloride (60372-77-2) + tartaric acid (87-69-4) → C20H40N4O3*C4H6O6

Conditions	Yield
With sodium hydroxide In methanol; water at 90℃; for 2h;	6.3 g

Upstream product

• 112-16-3 n-dodecanoyl chloride 
• 33171-13-0 L‐arginine ethyl ester hydrochloride 
• 143-07-7 lauric acid 
• 33171-13-0 L-arginine ethyl ester hydrochloride 
• 48076-74-0 N^α-lauroyl-arginine ethyl ester 
• 33171-13-0 arginine ethyl ester hydrochloride 

Relevant academic research and scientific papers

Preparation process of ethyl lauroyl arginate hydrochloride

The invention discloses a preparation process of ethyl lauroyl arginate hydrochloride. The method comprises the following steps: 1) adding L-arginine hydrochloride into absolute ethyl alcohol, performing stirring, and dropwise adding trimethylchlorosilane to obtain L-arginine ethyl ester hydrochloride; 2) dissolving the L-arginine ethyl ester hydrochloride in absolute ethyl alcohol, and dropwise adding triethylamine and lauroyl chloride respectively to obtain an ethyl lauroyl arginate crude product; 3) mixing the ethyl lauroyl arginate crude product with deionized water and an organic solvent, removing a water phase, performing washing with saturated sodium chloride to obtain a solvent phase, and performing drying by distillation to obtain L-ethyl lauroyl arginate hydrochloride; and 4), stirring the L-ethyl lauroyl arginate hydrochloride with petroleum ether, and performing standing crystallization and suction filtration to obtain ethyl lauroyl arginate hydrochloride. The trimethylsilane is used in the preparation technological process of the ethyl lauroyl arginate hydrochloride, so that the reaction condition is mild, operation is easy, green and environment-friendly effects are achieved, the yield reaches 99% or above, and the product purity reaches 99% or above.

Method for producing ester based on eco-friendly and high efficiency esterification by using base exchange of salt and the compound thereof

The present invention relates to an esterification reaction-based eco-friendly and high efficiency ester compound using ion exchange and an ester compound thereof. The esterification generally proceeds by reverse reaction with water, resulting in poor yield of the ester. In order to avoid hydrolysis, the esterification reaction was environmentally or non-limited due to the continuous supply of hydrochloric acid gas or the use of chlorinated thionyl chloride as a noxious substance. To the present invention, a continuous hydrochloric acid gas is provided by ion exchange of a salt, and magnesium sulfate acts as a dehydrating agent to remove water generated in esterification. In addition, the reactants are cheap and the product is also low in harmfulness and easier to handle and thus more efficient reaction is possible.

Preparation process of lauroyl arginine ethyl ester dihydrochloride

The invention provides a preparation process of lauroyl arginine ethyl ester dihydrochloride. The preparation process comprises the following steps: (1) dissolving L-arginine monohydrochloride in ethanol to prepare arginine ethyl ester dihydrochloride; (2) dissolving lauric acid in ethyl acetate, adding carbonyl diimidazole and carrying out a reaction; (3) adding triethylamine and arginine ethyl ester dihydrochloride, and carrying out amidation to obtain a target solution; and (4) conducting cooling and crystallizing to separate out the product after washing treatment. According to the process, the carbonyl diimidazole condensing agent is used for the second-step amidation reaction, so the use of lauroyl chloride is avoided; and conditions are mild, operation is simple, and the method is green and environment-friendly. The yield of the preparation process reaches 91% or above, and product purity reaches 98% or above.

Preparation technology of ethyl lauroyl arginate hydrochloride

The invention provides a preparation technology of ethyl lauroyl arginate hydrochloride. The product is prepared by adopting a process of directly carrying out an esterification and acylation two-stepseries reaction and salifying by using HCl gas for post-treatment. The yield of the preparation technology reaches 95.8% or above, and the purity of the product reaches 98% or above. Compared with the prior art, the technology of the invention has the advantages of simplicity and easiness in operation, no production of wastewater, low cost, high raw material utilization rate, high reaction efficiency and the like.

Method for preparing ethyl lauroyl arginate hydrochloride

The invention relates to a method for preparing ethyl lauroyl arginate hydrochloride. The method comprises the steps of dissolving L-ethyl arginate hydrochloride, lauric acid, a carbodiimide condensing agent and a catalyst in short-chain alcohol, carrying out a reaction for 4 to 48 hours at the temperature of 20 DEG C to 60 DEG C, subjecting a solution to depressurization to remove a solvent so asto obtain white solids, dissolving the white solids with water, carrying out suction filtration so as to obtain filtrate, subjecting the obtained filtrate to salting-out with an inorganic salt so asto prepare a white lumpy solid crude product, leaching the crude product with cold water for three times, and then, carrying out drying, thereby obtaining the ethyl lauroyl arginate hydrochloride. Themethod has the advantages that the method is pollution-free, the cost is low, the toxicity is low, and the purity of the product can reach 95% or more.

PROCESS FOR THE SYNTHESIS OF HIGHLY PURE CATIONIC SURFACTANT PRODUCTS

The present invention is related to synthesis of highly pure cationic surfactant products by eliminating or reducing impurities generation that has beset prior art. This is achieved through the N-acylation of ester of amino acid and its inorganic salts or its organic salts (e.g. amino acid or hydrochloride of amino acid or sulfate of amino acid or acetate of amino acid etc.) in non-hydro lytic or nearly non-hydrolytic reaction conditions involving mono or biphasic reaction system with fatty acid halide (C4 to C20), under moderate uniform basic condition yielding high purity N-acyl substituted amino acid ester, particularly ethyl lauroyl arginate. The present process achieves pH control through process strategy rather than the measurement and control steps. This ambient temperature process is stable through a range of temperature variation eliminating rigid low temperature control.

PROCESS FOR SYNTHESIS OF CATIONIC SURFACTANTS

The present invention relates to the methods of synthesizing hydrochloride salt of N-fatty acyl substituted amino acid ethyl ester which comprises a) condensation of aqueous solution of esterified amino acid with an acid halide to obtain an intermediate suspension and b) isolating a hydrochloride salt of N-fatty acylsubstituted amino acid ethyl ester from the intermediate suspension.