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Home > Encyclopedia > 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride

1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride

pharmaceutical raw materials
1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride structure

1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride 

structure
  • CAS No:

    25952-53-8

  • Formula:

    C8H17N3.ClH

  • Chemical Name:

    1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride

  • Synonyms:

    1,3-Propanediamine,N3-(ethylcarbonimidoyl)-N1,N1-dimethyl-,hydrochloride (1:1);Carbodiimide,[3-(dimethylamino)propyl]ethyl-,monohydrochloride;1,3-Propanediamine,N′-(ethylcarbonimidoyl)-N,N-dimethyl-,monohydrochloride;1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide monohydrochloride;1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride;N-Ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride;1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide monohydrochloride;N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride;1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride;EDAP;EDCI;WSC;1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide monohydrochloride;EDC;1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride;[3-(Dimethylamino)propyl]ethylcarbodiimide hydrochloride;3-[3-(Dimethylamino)propyl]-1-ethylcarbodiimide hydrochloride;EDC (coupling agent);N1-((Ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride;N-[(Ethylimino)methylene]-N′,N′-dimethylpropane-1,3-diamine hydrochloride;N-[3-(Dimethylamino)propyl]-N1-ethylcarbodiimide hydrochloride;1-Ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride;93128-40-6

  • Categories:

    Organic Chemistry  >  Amides

Description

White crystalline powder

1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Basic Attributes

191.7

191.119

5764110

217-579-2

29252000

Characteristics

28

1.93390

White to off-white Crystalline Powder

0.877 g/mL at 20 °C(lit.)

110-115 °C(lit.)

197.7°C at 760 mmHg

107.9ºC

n20/D 1.461

H2O: soluble 1 gm/10 ml, clear to very slightly hazy, colorless to very faintly yellow

−20°C

0.171mmHg at 25°C

LD50 intravenous in mouse: 56mg/kg

Safety Information

UN 2735 8/PG 3

3

34-36/37/38-41-37/38-20/21/22

26-36/37/39-45-37/39-36

FF2200000

C,Xi

Irritant

Stable, but sensitive to moisture. Incompatible with strong acids, strong oxidizing agents, moisture.

P261, P264, P270, P271, P272, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, P501

H302

1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Use and Manufacturing

Methods of Manufacturing

Weigh 24ml of carbon disulfide dissolved in 150ml methanol, 43.8 g of N, N'-dimethylpropylenediamine was slowly added dropwise to control the temperature at 10-15 ° C, The dropwise addition process was carried out with a white solid which was added dropwise at 20 ° C for 2 hours, filtered and washed with methanol to give 75 g of a white solid (Intermediate 1) in 96percent yield.75 g of the product was weighed, 200 ml of dichloromethane was added, and the temperature was controlled at 10-15 ° C. 45.8 g of triethylamine was added, followed by slowly dropping 50.3 g of ethyl chloroformate, dropping for 2 hours, After the dropwise addition was carried out for 1 hour, the organic phase was washed, washed, filtered and dried to give the product (Intermediate 2).25.2 g of ethylamine (containing 70percent water) was weighed, 180 ml of dichloromethane was added, Cooling to 10-15 ° C, slowly dropping intermediate 2, dropping finish for 1 hour, The organic phase was washed with an alkali of pH 11-12, dried, under reduced pressure, and concentrated to give 90 g of an oil, (Intermediate 3)0.02 g of EDTA was added and oxidized at 30 ° C with 630 g of sodium hypochlorite at a mass concentration of 10percent. After completion of the oxidation, Extraction layer, the organic phase after drying and vacuum concentration 30 , the solvent evaporated, the vacuum distillation to get EDC, Purity 99.4percent;41.4 g of pyridine hydrochloride was weighed, 120 ml of dichloromethane was added, and the mixture was heated at 30 ° C, Slowly dropping the distillation of the EDC, first dissolved, and then precipitation of crystals, dripping finished, cooling to 5 , Crystallization 1h, filtration, to be 71.2g EDC hydrochloride, purity 99.5percentYield 81percent (based on N, N'-dimethylpropylenediamine).

Uses

Protein and nucleic acid cross-linking reagent, water-soluble carbodiimide type condensing agent that can realize rapid peptide condensation reaction. The molecule of EDC (or EDAC) has a linear structure and is used in the condensation reaction of carboxyl group and primary amine, and has been widely used. Used as a peptide condensing agent and cross-linking agent. This product is a water-soluble carbodiimide. It is mainly used as a dehydrating agent in the synthesis of peptides, proteins and nucleotides. It can realize rapid peptide condensation reaction. Condensing agent. Water-soluble concentration reagent; general carbonyl activating reagent, used in the process of amide and secondary amine bonding; can react with phosphate groups; used in peptide synthesis; protein and nucleic acid cross-linking; preparation such as immunological cross-linkers, typical Under conditions, pH 4.0-6.0 and no buffer, under special conditions, the use of amine and carboxylate buffers must be avoided; water-soluble peptide coupling agent; used for carbonyl modification in protein; used for ester synthesis

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