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  • 25952-53-8 Structure
  • Basic information

    1. Product Name: 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride
    2. Synonyms: (3-dimethylaminopropyl)ethyl-carbodiimidmonohydrochloride;3-propanediamine,n’-(ethylcarbonimidoyl)-n,n-dimethyl-monohydrochloride;edap;edc(reagent);WSCD;WSCI;WATER-SOLUBLE CARBODIIMIDE;1-ETHYL-3-(3-DIMETHYLAMINOPROPYL) CARBODIIMIDE
    3. CAS NO:25952-53-8
    4. Molecular Formula: C8H18N3*Cl
    5. Molecular Weight: 191.7
    6. EINECS: 217-579-2
    7. Product Categories: straight chain compounds;Aliphatics;Peptide Coupling Reagents;Biochemistry;Condensation & Active Esterification;Coupling Reactions (Peptide Synthesis);Peptide Synthesis;Reagents for Oligosaccharide Synthesis;Synthetic Organic Chemistry;Peptide;Amine;peptides;Zero-Length Crosslinker;heteroXlink;EDC
    8. Mol File: 25952-53-8.mol
    9. Article Data: 4
  • Chemical Properties

    1. Melting Point: 110-115 °C(lit.)
    2. Boiling Point: 197.7 °C at 760 mmHg
    3. Flash Point: 73.4 °C
    4. Appearance: White to off-white/Crystalline Powder
    5. Density: 0.877 g/mL at 20 °C(lit.)
    6. Vapor Pressure: 0.171mmHg at 25°C
    7. Refractive Index: n20/D 1.461
    8. Storage Temp.: −20°C
    9. Solubility: H2O: soluble1 gm/10 ml, clear to very slightly hazy, colorless t
    10. Water Solubility: Soluble
    11. Sensitive: Hygroscopic
    12. Stability: Stable, but sensitive to moisture. Incompatible with strong acids, strong oxidizing agents, moisture.
    13. BRN: 5764110
    14. CAS DataBase Reference: 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride(CAS DataBase Reference)
    15. NIST Chemistry Reference: 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride(25952-53-8)
    16. EPA Substance Registry System: 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride(25952-53-8)
  • Safety Data

    1. Hazard Codes: C,Xi
    2. Statements: 34-36/37/38-41-37/38-20/21/22
    3. Safety Statements: 26-36/37/39-45-37/39-36
    4. RIDADR: UN 2735 8/PG 3
    5. WGK Germany: 3
    6. RTECS: FF2200000
    7. F: 1-3-10
    8. TSCA: Y
    9. HazardClass: N/A
    10. PackingGroup: N/A
    11. Hazardous Substances Data: 25952-53-8(Hazardous Substances Data)

25952-53-8 Usage

Description

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, commonly known as EDC-HCl, is a water-soluble derivative of carbodiimide that is widely utilized in the field of biochemistry and molecular biology. It is a white crystalline powder that is easily deliquescent and soluble in water and ethanol. EDC-HCl is known for its ability to catalyze the formation of amide bonds between carboxylic acids and amines, making it a valuable tool in peptide synthesis and the modification of various biomolecules.

Uses

1. Used in Peptide Synthesis:
EDC-HCl is used as a condensing agent in peptide synthesis, facilitating the formation of amide bonds between carboxylic acids and amines. Its water solubility and the ease of removing excess reagent make it a preferred choice for this application.
2. Used as a Carboxyl Activating Agent:
EDC-HCl plays a crucial role in the activation of carboxyl groups, particularly in the immobilization of large biomolecules in conjunction with N-hydroxysuccinimide (NHS). This activation process is essential for various biological and chemical applications, including the creation of immunocouplers and the acylation of phosphoranes.
3. Used in the Modification of NMDA Receptors:
EDC-HCl is employed in the modification of N-methyl-D-aspartate (NMDA) receptors, which are involved in various neurological processes and disorders. The use of EDC-HCl in this context allows for the investigation of receptor function and the development of potential therapeutic strategies.
4. Used in Cross-linking of Proteins and Nucleic Acids:
EDC-HCl is also utilized in the cross-linking of proteins and nucleic acids, which is an important technique for studying the structure, function, and interactions of these biomolecules.
5. Used in the Production of Immunocouplers:
EDC-HCl is used in the production of immunocouplers, which are essential for the development of immunoassays and other diagnostic tools.
Application Industry:
1. Pharmaceutical Industry:
In the pharmaceutical industry, EDC-HCl is used as a carboxyl activating agent for the synthesis of various drugs and drug delivery systems, as well as in the development of novel therapeutic strategies.
2. Biotechnology Industry:
EDC-HCl is employed in the biotechnology industry for the modification and immobilization of biomolecules, which is crucial for the development of new biotechnological applications and products.
3. Research and Development:
In research and development, EDC-HCl is used for peptide synthesis, modification of NMDA receptors, and the study of protein-nucleic acid interactions, contributing to the advancement of scientific knowledge and the development of new technologies.

Flammability and Explosibility

Flammable

Biochem/physiol Actions

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride is a water soluble condensing reagent. EDAC is generally utilized as a carboxyl activating agent for amide bonding with primary amines. Additionally, it reacts with phosphate groups. It has been utilized in peptide synthesis, crosslinking proteins to nucleic acids as well as preparation of immunoconjugates.

Synthesis

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride can be used for the synthesis of amides.?It is used as a coupling agent in the synthesis?of esters from carboxylic acids using dimethylaminopyridine as the catalyst.

Purification Methods

It is an excellent H2O-soluble peptide coupling reagent. It is purified by dissolving (ca 1g) in CH2Cl2 (10mL) at room temperature and then add dry Et2O (~110mL) dropwise and the crystals that separate are collected, washed with dry Et2O, recrystallised from CH2Cl2/Et2O and dried in a vacuum over P2O5. It is important to work in a dry atmosphere or work rapidly and then dry the solid as soon as possible. The material is moderately hygroscopic, but once it becomes wet it reacts slowly with H2O. Store it away from moisture at -20o to slow down the hydrolysis process. The free base has b 47-48o/0.27mm, 53-54o/0.6mm, n 1.4582. The methiodide is recrystallised from CHCl3/EtOAc, the crystals are filtered off, washed with dry Et2O, recrystallised from CHCl3/Et2O, and dried in vacuo over P2O5, m 93-95o, 94-95o. [Sheehan et al. J Am Chem Soc 87 2492 1965, Sheehan & Cruickshank Org Synth Coll Vol V 555 1973.] § A polymer bound version is commercially available.

Check Digit Verification of cas no

The CAS Registry Mumber 25952-53-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,9,5 and 2 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 25952-53:
(7*2)+(6*5)+(5*9)+(4*5)+(3*2)+(2*5)+(1*3)=128
128 % 10 = 8
So 25952-53-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H17N3.ClH/c1-4-8-9-6-5-7-10(2)3;/h4-7H2,1-3H3;1H/b9-8+;

25952-53-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Detail
  • TCI America

  • (D1601)  1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide Hydrochloride [Coupling Agent for Peptides Synthesis]  >98.0%(T)

  • 25952-53-8

  • 5g

  • 120.00CNY

  • Detail
  • TCI America

  • (D1601)  1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide Hydrochloride [Coupling Agent for Peptides Synthesis]  >98.0%(T)

  • 25952-53-8

  • 25g

  • 220.00CNY

  • Detail
  • TCI America

  • (D1601)  1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide Hydrochloride [Coupling Agent for Peptides Synthesis]  >98.0%(T)

  • 25952-53-8

  • 100g

  • 660.00CNY

  • Detail
  • Alfa Aesar

  • (A10807)  1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 98+%   

  • 25952-53-8

  • 1g

  • 215.0CNY

  • Detail
  • Alfa Aesar

  • (A10807)  1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 98+%   

  • 25952-53-8

  • 5g

  • 607.0CNY

  • Detail
  • Alfa Aesar

  • (A10807)  1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 98+%   

  • 25952-53-8

  • 25g

  • 2315.0CNY

  • Detail

25952-53-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(ethyliminomethylideneamino)-N,N-dimethylpropan-1-amine,hydrochloride

1.2 Other means of identification

Product number -
Other names 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:25952-53-8 SDS

25952-53-8Synthetic route

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide
1892-57-5

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

Conditions
ConditionsYield
With triethylamine hydrochloride In acetonitrile at 15℃; for 1h; Temperature;92%
{7-cyano-2-[4-(4-fluorophenyl)-1-piperazinyl]-3-[3-(trifluoromethyl)phenyl]-3,4-dihydro-4-quinazolinyl}-acetic acid methyl ester

{7-cyano-2-[4-(4-fluorophenyl)-1-piperazinyl]-3-[3-(trifluoromethyl)phenyl]-3,4-dihydro-4-quinazolinyl}-acetic acid methyl ester

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 90℃; for 42h;66%
pyridine hydrochloride
628-13-7

pyridine hydrochloride

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide
1892-57-5

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

Conditions
ConditionsYield
In dichloromethane at 30℃; Solvent; Temperature;71.2 g
N-(3-Dimethylamino-propyl)-dithiocarbamidsaeure
18997-72-3

N-(3-Dimethylamino-propyl)-dithiocarbamidsaeure

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 3 h / 10 - 15 °C
2: dichloromethane / 1 h / 10 - 15 °C
3: sodium hypochlorite; ethylenediaminetetraacetic acid / 30 °C
4: dichloromethane / 30 °C
View Scheme
3-(dimethylamino)propyl isothiocyanate
27421-70-1

3-(dimethylamino)propyl isothiocyanate

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dichloromethane / 1 h / 10 - 15 °C
2: sodium hypochlorite; ethylenediaminetetraacetic acid / 30 °C
3: dichloromethane / 30 °C
View Scheme
1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: methanol / 2 h / 10 - 20 °C
2: chloroformic acid ethyl ester; triethylamine / dichloromethane / 3 h / 10 - 15 °C
3: dichloromethane / 1 h / 10 - 15 °C
4: sodium hypochlorite; ethylenediaminetetraacetic acid / 30 °C
5: dichloromethane / 30 °C
View Scheme
5-(4-Methoxyphenyl)-4-(6-methoxy-3-pyridinyl)-1,3-oxazole-2-carboxylic acid
735265-93-7

5-(4-Methoxyphenyl)-4-(6-methoxy-3-pyridinyl)-1,3-oxazole-2-carboxylic acid

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

5-(4-Methoxyphenyl)-4-(6-methoxy-3-pyridinyl)-1,3-oxazole-2-carboxamide

5-(4-Methoxyphenyl)-4-(6-methoxy-3-pyridinyl)-1,3-oxazole-2-carboxamide

Conditions
ConditionsYield
With benzotriazol-1-ol In DMF (N,N-dimethyl-formamide) at 0℃; for 18h;100%
pyridinium p-toluenesulfonate
24057-28-1

pyridinium p-toluenesulfonate

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

EDCI*TsOH
1363481-45-1

EDCI*TsOH

Conditions
ConditionsYield
With potassium carbonate In dichloromethane100%
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

Conditions
ConditionsYield
With water at 20℃;100%
glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

methyl hippurate
1205-08-9

methyl hippurate

Conditions
ConditionsYield
With sodium hydrogencarbonate; benzotriazol-1-ol; benzoic acid98%
3-(5-methyl-1H-imidazol-1-yl)propan-1-amine
279236-77-0

3-(5-methyl-1H-imidazol-1-yl)propan-1-amine

(4-ethylphenyl)isothiocyanate
18856-63-8

(4-ethylphenyl)isothiocyanate

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

2-cyano(4-ethylphenyl)-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)guanidine
1073243-01-2

2-cyano(4-ethylphenyl)-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)guanidine

Conditions
ConditionsYield
With sodium cyanamide In ethanol; N,N-dimethyl-formamide at 20℃; for 6h; Heating / reflux;96.7%
(S)-2-{(S)-2-[(S)-2-((S)-2-Benzyloxycarbonylamino-2-methyl-pentanoylamino)-2-methyl-pentanoylamino]-2-methyl-pentanoylamino}-2-methyl-pentanoic acid
616241-41-9

(S)-2-{(S)-2-[(S)-2-((S)-2-Benzyloxycarbonylamino-2-methyl-pentanoylamino)-2-methyl-pentanoylamino]-2-methyl-pentanoylamino}-2-methyl-pentanoic acid

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

((S)-1-Methyl-1-{(S)-1-methyl-1-[(S)-1-methyl-1-(4-methyl-5-oxo-4-propyl-oxazolidine-3-carbonyl)-butylcarbamoyl]-butylcarbamoyl}-butyl)-carbamic acid benzyl ester

((S)-1-Methyl-1-{(S)-1-methyl-1-[(S)-1-methyl-1-(4-methyl-5-oxo-4-propyl-oxazolidine-3-carbonyl)-butylcarbamoyl]-butylcarbamoyl}-butyl)-carbamic acid benzyl ester

Conditions
ConditionsYield
In dichloromethane at 20℃; for 3h;95%
2-[2-(2-methoxyethoxy)ethoxy]ethylamine
74654-07-2

2-[2-(2-methoxyethoxy)ethoxy]ethylamine

protoporphyrin IX
553-12-8

protoporphyrin IX

benzotriazol-1-ol
2592-95-2

benzotriazol-1-ol

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

C48H64N6O8

C48H64N6O8

Conditions
ConditionsYield
Stage #1: protoporphyrin IX; benzotriazol-1-ol In N,N-dimethyl-formamide at 0℃; for 0.666667h; Inert atmosphere;
Stage #2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere;
Stage #3: 2-[2-(2-methoxyethoxy)ethoxy]ethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 28h; Inert atmosphere;
95%
2,2-difluorobenzo[d][1,3]dioxole-5,6-diamine
1744-12-3

2,2-difluorobenzo[d][1,3]dioxole-5,6-diamine

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

N-ethyl-2,2-difluoro-5H-[1,3]dioxolo[4',5':4,5]benzo[1,2-d]imidazol-6-amine

N-ethyl-2,2-difluoro-5H-[1,3]dioxolo[4',5':4,5]benzo[1,2-d]imidazol-6-amine

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 0.25h; Microwave irradiation;95%
2-amino-3-methylphenol
2835-97-4

2-amino-3-methylphenol

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

N-ethyl-4-methylbenzo[d]oxazol-2-amine

N-ethyl-4-methylbenzo[d]oxazol-2-amine

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 0.25h; Microwave irradiation;95%
4-(tert-butyl)-1,2-diaminobenzene
68176-57-8

4-(tert-butyl)-1,2-diaminobenzene

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

5-(tert-butyl)-N-ethyl-1H-benzo[d]imidazol-2-amine

5-(tert-butyl)-N-ethyl-1H-benzo[d]imidazol-2-amine

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 0.25h; Microwave irradiation;94%
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

2-amino-4-tert-butylphenol
1199-46-8

2-amino-4-tert-butylphenol

5-(tert-butyl)-N-ethylbenzo[d]oxazol-2-amine

5-(tert-butyl)-N-ethylbenzo[d]oxazol-2-amine

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 0.25h; Microwave irradiation;94%
2-amino-4-bromobenzenethiol
93933-49-4

2-amino-4-bromobenzenethiol

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

5-bromo-N-ethylbenzo[d]thiazol-2-amine

5-bromo-N-ethylbenzo[d]thiazol-2-amine

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 0.25h; Microwave irradiation;94%
(R)-N-((2S,4S)-2-(2-chloro-3-fluorophenyl)-5,5,5-trifluoro-4-hydroxypentan-2-yl)-2-methylpropane-2-sulfinamide

(R)-N-((2S,4S)-2-(2-chloro-3-fluorophenyl)-5,5,5-trifluoro-4-hydroxypentan-2-yl)-2-methylpropane-2-sulfinamide

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

Benzoyl isothiocyanate
532-55-8

Benzoyl isothiocyanate

N-((4S,6S)-4-(2-chloro-3-fluorophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-yl)benzamide
1624606-91-2

N-((4S,6S)-4-(2-chloro-3-fluorophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-yl)benzamide

Conditions
ConditionsYield
With hydrogenchloride; triethylamine In tetrahydrofuran; 1,4-dioxane; methanol; ethyl acetate93%
tetradecylamine
2016-42-4

tetradecylamine

10,12-docosadiynedioic acid
28393-02-4

10,12-docosadiynedioic acid

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

A

N1,N22-ditetradecyldocosa-10,12-diynediamide

N1,N22-ditetradecyldocosa-10,12-diynediamide

B

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide
32897-26-0

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide

Conditions
ConditionsYield
With dmap In chloroform at 25℃; for 20h;A 92.6%
B n/a
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

C8H19N3O3S*ClH

C8H19N3O3S*ClH

Conditions
ConditionsYield
With sodium hydrogensulfite; sodium hydroxide In water at 20℃; for 4h; pH=6.8;92%
N-acetylchondrosine lithium salt

N-acetylchondrosine lithium salt

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

C22H40N4O12*ClH*H2O

C22H40N4O12*ClH*H2O

Conditions
ConditionsYield
In water for 1h; Ambient temperature; pH=4.75;91.4%
(2S)-2-[(tert-Butoxycarbonyl)amino]-3-{[(2-nitrophenyl)sulfonyl]amino}propionic Acid

(2S)-2-[(tert-Butoxycarbonyl)amino]-3-{[(2-nitrophenyl)sulfonyl]amino}propionic Acid

Sarcosine ethyl ester
13200-60-7

Sarcosine ethyl ester

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

{[(S)-2-tert-Butoxycarbonylamino-3-(2-nitro-benzenesulfonylamino)-propionyl]-methyl-amino}-acetic acid ethyl ester

{[(S)-2-tert-Butoxycarbonylamino-3-(2-nitro-benzenesulfonylamino)-propionyl]-methyl-amino}-acetic acid ethyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol In chloroform; water; ethyl acetate; N,N-dimethyl-formamide91%
m-formylphenyl benzoic acid
619-21-6

m-formylphenyl benzoic acid

(1S)-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)-1-(3,4-dimethoxyphenyl)ethanol
1415994-42-1

(1S)-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)-1-(3,4-dimethoxyphenyl)ethanol

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

[(1S)-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)-1-(3,4-dimethoxyphenyl)ethyl]3-formylbenzoate

[(1S)-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)-1-(3,4-dimethoxyphenyl)ethyl]3-formylbenzoate

Conditions
ConditionsYield
With dmap91%
N-ethylaminoxyacetamide
1314908-23-0

N-ethylaminoxyacetamide

α-[4-(3,5-dichloropyridyl-2-oxy)phenoxy]propionic acid

α-[4-(3,5-dichloropyridyl-2-oxy)phenoxy]propionic acid

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

N-ethylcarbamoylmethoxy-2-[4-(3,5-dichloro-pyridin-2-yloxy)phenoxy]propionamide

N-ethylcarbamoylmethoxy-2-[4-(3,5-dichloro-pyridin-2-yloxy)phenoxy]propionamide

Conditions
ConditionsYield
In dichloromethane90%
(3S,4S)-4-(4-bromophenyl)-1-methyl-pyrrolidine-3-carboxylic acid

(3S,4S)-4-(4-bromophenyl)-1-methyl-pyrrolidine-3-carboxylic acid

4-chloro-aniline
106-47-8

4-chloro-aniline

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

A

(3R,4S)-4-(4-bromophenyl)-1-methyl-pyrrolidine-3-carboxylic acid (4-chlorophenyl)amide

(3R,4S)-4-(4-bromophenyl)-1-methyl-pyrrolidine-3-carboxylic acid (4-chlorophenyl)amide

B

C20H31BrN4O2

C20H31BrN4O2

C

C20H31BrN4O2

C20H31BrN4O2

Conditions
ConditionsYield
Stage #1: (3S,4S)-4-(4-bromophenyl)-1-methyl-pyrrolidine-3-carboxylic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride With benzotriazol-1-ol In N,N-dimethyl-formamide at 20℃; for 4h;
Stage #2: 4-chloro-aniline In N,N-dimethyl-formamide at 50℃; for 2h;
A 90%
B n/a
C n/a
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

N-ethyl-1H-benzo[d]imidazol-2-amine
21578-59-6

N-ethyl-1H-benzo[d]imidazol-2-amine

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 0.25h; Solvent; Temperature; Wavelength; Microwave irradiation;90%
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

2-amino-phenol
95-55-6

2-amino-phenol

N-ethylbenzo[d]oxazol-2-amine
21326-91-0

N-ethylbenzo[d]oxazol-2-amine

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 0.25h; Microwave irradiation;90%
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

2-amino-6-methylphenol
17672-22-9

2-amino-6-methylphenol

N-ethyl-7-methylbenzo[d]oxazol-2-amine

N-ethyl-7-methylbenzo[d]oxazol-2-amine

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 0.25h; Microwave irradiation;90%
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-ethylaminobenzothiazole
28291-69-2

2-ethylaminobenzothiazole

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 0.25h; Microwave irradiation;90%
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

N-ethyl-1-methyl-1H-benzo[d]imidazol-2-amine
98711-68-3

N-ethyl-1-methyl-1H-benzo[d]imidazol-2-amine

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 0.25h; Microwave irradiation;89%
1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

N-Cbz-L-Asp
1152-61-0

N-Cbz-L-Asp

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

C36H61NO6
213017-46-0

C36H61NO6

Conditions
ConditionsYield
Stage #1: N-Cbz-L-Asp; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.5h;
Stage #2: dmap; 1-dodecyl alcohol at 20℃; for 24h;
88%
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

4-Bromo-benzene-1,2-diamine
1575-37-7

4-Bromo-benzene-1,2-diamine

5-bromo-N-ethyl-1H-benzo[d]imidazol-2-amine

5-bromo-N-ethyl-1H-benzo[d]imidazol-2-amine

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 0.25h; Microwave irradiation;88%
2,3-Diaminonaphthalene
771-97-1

2,3-Diaminonaphthalene

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

N-ethyl-1H-naphtho[2,3-d]imidazol-2-amine

N-ethyl-1H-naphtho[2,3-d]imidazol-2-amine

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 0.25h; Microwave irradiation;88%
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

3-Amino-2-naphthol
5417-63-0

3-Amino-2-naphthol

N-ethylnaphtho[2,3-d]oxazol-2-amine

N-ethylnaphtho[2,3-d]oxazol-2-amine

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 0.25h; Microwave irradiation;88%

25952-53-8Relevant articles and documents

1 - Ethyl - (3 - dimethyl aminopropyl) carbodiimide hydrochloride preparation method (by machine translation)

-

Paragraph 0025; 0034; 0035; 0039; 0040; 0044, (2019/03/08)

The invention relates to a 1 - ethyl - (3 - dimethyl aminopropyl) carbodiimide hydrochloride preparation method, which belongs to the technical field of pharmaceutical intermediates. The preparation method comprises the reaction generating EDTC, prepared crude EITC, distillation fractionation, to produce an intermediate, make the EDC and to obtain the target product in seven steps. The present invention provides a preparation method, has a high product yield and purity, the operation step is simple, easy to implement, for industrial production. (by machine translation)

SUBSTITUTED DIHYDROCHINAZOLINES HAVING ANTIVIRAL PROPERTIES

-

Page/Page column 92-93, (2008/06/13)

The invention relates to substituted dihydrochinazolines of formula (I), methods for the production thereof, and the use thereof for producing medicaments used for treating and/or preventing diseases, particularly as antiviral agents, especially against cytomegaloviruses.

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