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1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

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Name

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

EINECS 247-361-2
CAS No. 25952-53-8 Density 0.877g/mLat 20°C(lit.)
PSA 27.96000 LogP 1.93390
Solubility Soluble in water Melting Point 110-115 °C(lit.)
Formula C8H18ClN3 Boiling Point 197.7 °C at 760 mmHg
Molecular Weight 191.704 Flash Point 73.4 °C
Transport Information UN 2735 8/PG 3 Appearance White crystalline powder
Safety 26-36/37/39-45-37/39-36 Risk Codes 34-36/37/38-41-37/38-20/21/22
Molecular Structure Molecular Structure of 25952-53-8 (1,3-Propanediamine,N3-(ethylcarbonimidoyl)-N1,N1-dimethyl-, hydrochloride (1:1)) Hazard Symbols CorrosiveC, IrritantXi
Synonyms

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride;

Article Data 4

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride Synthetic route

1892-57-5

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

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

25952-53-8

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

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

pyridine hydrochloride

1892-57-5

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

25952-53-8

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

Conditions
ConditionsYield
In dichloromethane at 30℃; Solvent; Temperature;71.2 g
18997-72-3

N-(3-Dimethylamino-propyl)-dithiocarbamidsaeure

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
27421-70-1

3-(dimethylamino)propyl isothiocyanate

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
109-55-7

1-amino-3-(dimethylamino)propane

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
735265-93-7

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

25952-53-8

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

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%
24057-28-1

pyridinium p-toluenesulfonate

25952-53-8

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

1363481-45-1

EDCI*TsOH

Conditions
ConditionsYield
With potassium carbonate In dichloromethane100%
25952-53-8

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

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

Conditions
ConditionsYield
With water at 20℃;100%
5680-79-5

glycine ethyl ester hydrochloride

25952-53-8

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

1205-08-9

methyl hippurate

Conditions
ConditionsYield
With sodium hydrogencarbonate; benzotriazol-1-ol; benzoic acid98%

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride Consensus Reports

Reported in EPA TSCA Inventory.

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride Specification

The 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride is an organic compound with the formula C8H18ClN3. The IUPAC name of this chemical is 3-(ethyliminomethylideneamino)-N,N-dimethylpropan-1-amine hydrochloride. With the CAS registry number 25952-53-8, it is also named as 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide monohydrochloride. The product's categories are 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. Besides, it is a white crystalline powder, which should be stored at temperature of -20 °C. It is mainly used as dehydrating agent of peptides, proteins and nucleotide synthesis.

Physical properties of 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride:
(1)ACD/LogP: 2.32; (2)ACD/LogD (pH 5.5): -0.73; (3)ACD/LogD (pH 7.4): 0.25; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 3.67; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 5; (10)Polar Surface Area: 27.96 Å2; (11)Flash Point: 73.4 °C; (12)Enthalpy of Vaporization: 43.39 kJ/mol; (13)Boiling Point: 197.7 °C at 760 mmHg; (14)Vapour Pressure: 0.373 mmHg at 25°C.

Structure descriptors of 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride
(1)SMILES: Cl.N(=C=N\CCCN(C)C)\CC
(2)InChI: InChI=1/C8H17N3.ClH/c1-4-9-8-10-6-5-7-11(2)3;/h4-7H2,1-3H3;1H
(3)InChIKey: FPQQSJJWHUJYPU-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C8H17N3.ClH/c1-4-9-8-10-6-5-7-11(2)3;/h4-7H2,1-3H3;1H
(5)Std. InChIKey: FPQQSJJWHUJYPU-UHFFFAOYSA-N

Uses of 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride:
1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride can be used to produce (17R)-2'-ethylimino-3'-dimethylaminopropylspiro(androst-4-ene-17,5'-oxazolidine)-3,4'-dione at ambient temperature. It will need reagent solvent dimethylformamide with reaction time of 3 hours. The yield is about 31%.


Safety information of 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride:
It is harmful by inhalation, in contact with skin and if swallowed and can cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin and risk of serious damage to eyes. When you are using it, wear suitable gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

The toxicity data of
1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 56mg/kg (56mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03375,

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