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1892-57-5 Usage

Chemical Properties

Clear light yellow liquid

Uses

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide is used as a carboxyl activating agent and activate phosphate groups in phospho mono and di esters. It is used in peptide synthesis, 3'-amino-3'-deoxyadenosine-5'-di- and triphosphates and in the preparation of antibodies like immunoconjugates. It plays a vital role for immobilization of large biomolecules in association with N-hydroxysuccinimide. It is also used in the acylation of phosphoranes.

General Description

N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide is commonly used in combination with N-hydroxysuccinimide (NHS) in carbodiimide coupling reaction to activate carboxyl group for coupling with amines to form amides.

Check Digit Verification of cas no

The CAS Registry Mumber 1892-57-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,9 and 2 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1892-57:
(6*1)+(5*8)+(4*9)+(3*2)+(2*5)+(1*7)=105
105 % 10 = 5
So 1892-57-5 is a valid CAS Registry Number.

1892-57-5 Well-known Company Product Price

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

  • (D4029)  1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide  >98.0%(GC)(T)

  • 1892-57-5

  • 5g

  • 298.00CNY

  • Detail
  • TCI America

  • (D4029)  1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide  >98.0%(GC)(T)

  • 1892-57-5

  • 25g

  • 832.00CNY

  • Detail
  • Alfa Aesar

  • (B25057)  1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide, 98%   

  • 1892-57-5

  • 5g

  • 775.0CNY

  • Detail
  • Alfa Aesar

  • (B25057)  1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide, 98%   

  • 1892-57-5

  • 25g

  • 2778.0CNY

  • Detail
  • Alfa Aesar

  • (B25057)  1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide, 98%   

  • 1892-57-5

  • 100g

  • 6170.0CNY

  • Detail
  • Aldrich

  • (39391)  N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide  ≥97.0% (T)

  • 1892-57-5

  • 39391-10ML

  • 1,198.08CNY

  • Detail
  • Aldrich

  • (39391)  N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide  ≥97.0% (T)

  • 1892-57-5

  • 39391-50ML

  • 4,784.13CNY

  • Detail

1892-57-5SDS

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

1.2 Other means of identification

Product number -
Other names 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide

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:1892-57-5 SDS

1892-57-5Synthetic route

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

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

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

Conditions
ConditionsYield
With triethylamine; p-toluenesulfonyl chloride In dichloromethane for 4h; Heating;60%
1-(3-dimethylamino-propyl)-3-ethyl-thiourea

1-(3-dimethylamino-propyl)-3-ethyl-thiourea

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

Conditions
ConditionsYield
With dicarbonyl(cyclopentadienyl)methyliron(II); Triethoxysilane In tetrahydrofuran; 1,3,5-trimethyl-benzene at 60℃; for 24h; Schlenk technique; Inert atmosphere;46%
With sodium hypochlorite; ethylenediaminetetraacetic acid at 30℃; Reagent/catalyst; Temperature;
With bis(trichloromethyl) carbonate In Petroleum ether at 15 - 45℃; for 3h; Temperature;213.6 g
Ethyl isothiocyanate
542-85-8

Ethyl isothiocyanate

1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

Conditions
ConditionsYield
(i) Et2O, (ii) HgO, benzene; Multistep reaction;
(i) Et2O, (ii) HgO, CH2Cl2; Multistep reaction;
1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

ethyl isocyanate
109-90-0

ethyl isocyanate

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

Conditions
ConditionsYield
(i), (ii) TsCl; Multistep reaction;
1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

(+-)-ethoxycarbonylamino-phenyl-acetic acid ethyl ester

(+-)-ethoxycarbonylamino-phenyl-acetic acid ethyl ester

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether / 2 h / Ambient temperature
2: 60 percent / triethylamine, toluenesulfonyl chloride / CH2Cl2 / 4 h / Heating
View Scheme
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
25952-53-8

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

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

Conditions
ConditionsYield
With potassium carbonate In trifluoromethylbenzene (BTF); water
N-(3-Dimethylamino-propyl)-dithiocarbamidsaeure
18997-72-3

N-(3-Dimethylamino-propyl)-dithiocarbamidsaeure

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

Conditions
ConditionsYield
Multi-step reaction with 3 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
View Scheme
3-(dimethylamino)propyl isothiocyanate
27421-70-1

3-(dimethylamino)propyl isothiocyanate

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

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

1-amino-3-(dimethylamino)propane

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

Conditions
ConditionsYield
Multi-step reaction with 4 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
View Scheme
ferrocenecarboxylic acid
1271-42-7

ferrocenecarboxylic acid

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride
5680-80-8

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride

benzotriazol-1-ol
2592-95-2

benzotriazol-1-ol

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

Fe(C5H5)(C5H4)CONHCH(CH2OH)COOCH3

Fe(C5H5)(C5H4)CONHCH(CH2OH)COOCH3

Conditions
ConditionsYield
With CuCl In N,N-dimethyl-formamide99%
morphine-6-hemisuccinate
36507-55-8

morphine-6-hemisuccinate

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

EDC-morphine-6-hemisuccinate

EDC-morphine-6-hemisuccinate

Conditions
ConditionsYield
With hydrogenchloride In water at 37℃; for 2h; pH=5.5;98%
L-aspartic acid di-tert-butyl ester hydrochloride

L-aspartic acid di-tert-butyl ester hydrochloride

Z-MeVal-OH
42417-65-2

Z-MeVal-OH

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

1-hydroxybenzotriazol-hydrate
80029-43-2, 123333-53-9

1-hydroxybenzotriazol-hydrate

N-[N-(benzyloxycarbonyl)-N-methylvalyl]-L-aspartic acid di-tert-butyl ester

N-[N-(benzyloxycarbonyl)-N-methylvalyl]-L-aspartic acid di-tert-butyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran98%
hyaluronic acid sodium salt from bacterial source (100 kDa)

hyaluronic acid sodium salt from bacterial source (100 kDa)

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

hyaluronyl N-[3-(dimethylamino)propyl]-N’-ethylimidocarbamate, content of isoureido residues 100%

hyaluronyl N-[3-(dimethylamino)propyl]-N’-ethylimidocarbamate, content of isoureido residues 100%

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 2h; pH=4.7 - 4.8;98%
bis(bis(trimethylsilyl)amido)tin(II)
55147-78-9

bis(bis(trimethylsilyl)amido)tin(II)

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

[(C2H5NC(N(Si(CH3)3)2)N(CH2)3N(CH3)2)2Sn]
1362855-87-5

[(C2H5NC(N(Si(CH3)3)2)N(CH2)3N(CH3)2)2Sn]

Conditions
ConditionsYield
In diethyl ether (Ar); C2H5NCN(CH2)3N(CH3)2 in Et2O added to a soln. of Sn compd. at roomtemp., stirred for 0.5 h; filtered, evapd. (vac.); obtained oily; elem. anal.;96%
butane-1-sulfonic acid
2386-47-2

butane-1-sulfonic acid

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

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

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

Conditions
ConditionsYield
at 15 - 25℃; for 1h; Large scale;95.8%
methanesulfonic acid
75-75-2

methanesulfonic acid

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

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

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

Conditions
ConditionsYield
at 15 - 25℃; for 1h; Large scale;95.5%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

25-hydroxyvitamin D3-3-hemisuccinate

25-hydroxyvitamin D3-3-hemisuccinate

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

methacrylic acid N-hydroxysuccinimide ester
38862-25-8

methacrylic acid N-hydroxysuccinimide ester

Conditions
ConditionsYield
With sodium sulfate In dichloromethane94%
dibenzyl L-aspartate toluene-4-sulphonate
2886-33-1

dibenzyl L-aspartate toluene-4-sulphonate

1-<(tert-butyloxy)carbonylamino>cyclopropane-1-carboxylic acid
88950-64-5

1-<(tert-butyloxy)carbonylamino>cyclopropane-1-carboxylic acid

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

1-[(tert-butoxycarbonyl)amino]cyclopropanecarbonyl-L-aspartic acid dibenzyl ester
1415763-45-9

1-[(tert-butoxycarbonyl)amino]cyclopropanecarbonyl-L-aspartic acid dibenzyl ester

Conditions
ConditionsYield
With hydrogenchloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In dichloromethane94%
hexadecane-1-sulfonic acid
6140-88-1

hexadecane-1-sulfonic acid

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

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

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

Conditions
ConditionsYield
at 15 - 25℃; for 1h; Large scale;94%
2-(tert-butoxycarbonylamino)-3-phenylpropionic acid
4530-18-1

2-(tert-butoxycarbonylamino)-3-phenylpropionic acid

[Ru(η(5)-C5Me5)(phenylalanine methyl ester)]Cl

[Ru(η(5)-C5Me5)(phenylalanine methyl ester)]Cl

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

[Ru(η(5)-C5Me5)(PhCH2CH(NHCOOBu(t))CONHCH(CO2H)CH2Ph)]Cl

[Ru(η(5)-C5Me5)(PhCH2CH(NHCOOBu(t))CONHCH(CO2H)CH2Ph)]Cl

Conditions
ConditionsYield
With triethylamine In dichloromethane addn. of 1 equiv. protected phenylalanine ester to Ru-complex, then addn. of Et3N and carbodiimide derivative, stirring at -50°C for 12 h; addn. of water, citric acid and Na2CO3, solvent removal; elem. anal.;92%
N-(3-dimethylaminopropyl)-N-ethylcarbodiimide
1892-57-5

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

fluoren-9-ylidene-hydrazine
13629-22-6

fluoren-9-ylidene-hydrazine

EtNHC(NNfluoren)NHCH2CH2CH2NMe2
1445265-19-9

EtNHC(NNfluoren)NHCH2CH2CH2NMe2

Conditions
ConditionsYield
With [Ti(pentamethylcyclopentadienyl)(N(xylyl)C4H6N)(tert-butylimido)(tert-butylamine)] In 1,4-dioxane at 80℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique;92%
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%
(Sp)-ortho-(diphenylphosphanyl)ferrocenylcarboxylic acid
677722-99-5, 847675-62-1, 297176-74-0

(Sp)-ortho-(diphenylphosphanyl)ferrocenylcarboxylic acid

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

N-[3-(dimethylamino)propyl]-N'-ethyl-N-[(Sp)-2-(diphenylphosphino)ferrocenecarbonyl]urea

N-[3-(dimethylamino)propyl]-N'-ethyl-N-[(Sp)-2-(diphenylphosphino)ferrocenecarbonyl]urea

Conditions
ConditionsYield
In dichloromethane (Ar); carbodiimide was added to soln. of Fe complex in CH2Cl2; stirred at room temp. for 20 h; evapd. (vac.); chromd. (silica gel, CH2Cl2/MeOH, 10/1 to 5/1); evapd. (vac.);91%
bis(bis(trimethylsilyl)amido)tin(II)
55147-78-9

bis(bis(trimethylsilyl)amido)tin(II)

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

(C2H5NC(N(Si(CH3)3)2)N(CH2)3N(CH3)2)SnN(SiMe3)2
1362855-81-9

(C2H5NC(N(Si(CH3)3)2)N(CH2)3N(CH3)2)SnN(SiMe3)2

Conditions
ConditionsYield
In diethyl ether (Ar); a soln. of C2H5NCN(CH2)3N(CH3)2 added to a soln. of Sn compd. at room temp., stirred for 2 h; filtered, evapd. (vac.); obtained oily; elem. anal.;91%
N-(3-dimethylaminopropyl)-N-ethylcarbodiimide
1892-57-5

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

2,4-dinitrobenzoic acid
610-30-0

2,4-dinitrobenzoic acid

(3-(3-(dimethylamino)propyl)-1-ethyl-6-nitro-2,4-dioxo-1,3-diazaspiro[4.5]deca-6,9-dien-1-ium-8-ylidene)azinate

(3-(3-(dimethylamino)propyl)-1-ethyl-6-nitro-2,4-dioxo-1,3-diazaspiro[4.5]deca-6,9-dien-1-ium-8-ylidene)azinate

Conditions
ConditionsYield
Stage #1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 2,4-dinitrobenzoic acid In dichloromethane at 20℃; for 0.5h;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h;
91%
N-(3-dimethylaminopropyl)-N-ethylcarbodiimide
1892-57-5

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

biotinyl-bromoacetyl hydrazide

biotinyl-bromoacetyl hydrazide

1-ethyl-3-{3-[(biotinylhydrazinocarbonylmethyl)dimethylammonio]propyl}carbodiimide bromide

1-ethyl-3-{3-[(biotinylhydrazinocarbonylmethyl)dimethylammonio]propyl}carbodiimide bromide

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 1h; Ambient temperature;90%
[bis(trimethylsilyl)amino]tin chloride dimer

[bis(trimethylsilyl)amino]tin chloride dimer

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

[(C2H5NC(N(Si(CH3)3)2)N(CH2)3N(CH3)2)SnCl]
1362855-85-3

[(C2H5NC(N(Si(CH3)3)2)N(CH2)3N(CH3)2)SnCl]

Conditions
ConditionsYield
In diethyl ether (Ar); C2H5NCN(CH2)3N(CH3)2 in Et2O added to a suspn. of Sn compd. at room temp., stirred; filtered, evapd. (vac.); obtained oily; elem. anal.;90%
N-(3-dimethylaminopropyl)-N-ethylcarbodiimide
1892-57-5

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

N,N,N',N'-tetramethylguanidine
80-70-6

N,N,N',N'-tetramethylguanidine

C13H30N6
1542158-74-6

C13H30N6

Conditions
ConditionsYield
at 120℃; for 0.0833333h; Inert atmosphere; Microwave irradiation; Green chemistry;89%
N-(3-dimethylaminopropyl)-N-ethylcarbodiimide
1892-57-5

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

1,1-bis(4-bromophenyl)hydrazine
5149-08-6

1,1-bis(4-bromophenyl)hydrazine

EtNHC{NN(p-BrC6H4)2}NHCH2CH2CH2NMe2

EtNHC{NN(p-BrC6H4)2}NHCH2CH2CH2NMe2

Conditions
ConditionsYield
With [Ti(pentamethylcyclopentadienyl)(N(xylyl)C4H6N)(tert-butylimido)(tert-butylamine)] In toluene at 105℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique;87%
N-(3-dimethylaminopropyl)-N-ethylcarbodiimide
1892-57-5

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

methyl iodide
74-88-4

methyl iodide

1-[3-(dimethylamino)-propyl]-3-ethylcarbodiimide methiodide
138551-31-2

1-[3-(dimethylamino)-propyl]-3-ethylcarbodiimide methiodide

Conditions
ConditionsYield
In diethyl ether for 48h; Ambient temperature;85%
In dichloromethane at 15 - 25℃; for 1h; Large scale;81.2%
L-glutamic acid di-tert-butyl ester hydrochloride

L-glutamic acid di-tert-butyl ester hydrochloride

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

N-({2-[(4-amidino-2-fluorophenoxy)carbonyl]-4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl}acetyl)-L-glutamic acid bis(trifluoroacetate)

N-({2-[(4-amidino-2-fluorophenoxy)carbonyl]-4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl}acetyl)-L-glutamic acid bis(trifluoroacetate)

Conditions
ConditionsYield
In pyridine; trifluoroacetic acid83%
N-(3-dimethylaminopropyl)-N-ethylcarbodiimide
1892-57-5

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

methyl iodide
74-88-4

methyl iodide

3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide
22572-40-3

3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide

Conditions
ConditionsYield
In dichloromethane at 15 - 25℃; for 1h; Industrial scale;81.2%
N-(3-dimethylaminopropyl)-N-ethylcarbodiimide
1892-57-5

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

N-allyl-N-(3-{5-[(4-amidinophenoxy)carbonyl]-3-methylthiophen-2-yl}propanoyl)glycine trifluoroacetate
1415763-66-4

N-allyl-N-(3-{5-[(4-amidinophenoxy)carbonyl]-3-methylthiophen-2-yl}propanoyl)glycine trifluoroacetate

Conditions
ConditionsYield
With trifluoroacetic acid In pyridine81%
N-BOC-1,2-diaminoethane
57260-73-8

N-BOC-1,2-diaminoethane

4-carboxy-3-hydroxyphenyl azide
66761-27-1

4-carboxy-3-hydroxyphenyl azide

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

[2-(4-azido-2-hydroxy-benzoylamino)-ethyl]-carbamicacid tert-butyl ester
1293988-98-3

[2-(4-azido-2-hydroxy-benzoylamino)-ethyl]-carbamicacid tert-butyl ester

Conditions
ConditionsYield
Stage #1: 4-carboxy-3-hydroxyphenyl azide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide With benzotriazol-1-ol In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
Stage #2: N-BOC-1,2-diaminoethane In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere;
75%
2-amino-5-bromonicotinicacid
52833-94-0

2-amino-5-bromonicotinicacid

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

2-amino-5-bromo-N-isopropylpyridine-3-carboxamide

2-amino-5-bromo-N-isopropylpyridine-3-carboxamide

Conditions
ConditionsYield
Stage #1: 2-amino-5-bromonicotinicacid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide With benzotriazol-1-ol In tetrahydrofuran at 0℃; for 0.25h;
Stage #2: With isopropylamine In tetrahydrofuran at 20℃;
75%
N-(3-dimethylaminopropyl)-N-ethylcarbodiimide
1892-57-5

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

N-allyl-N-({2-[(2,2,2-trichloroethoxy)carbonyl]-4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl}acetyl)-L-glutamic acid di-tert-butyl ester
1415763-54-0

N-allyl-N-({2-[(2,2,2-trichloroethoxy)carbonyl]-4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl}acetyl)-L-glutamic acid di-tert-butyl ester

Conditions
ConditionsYield
With trifluoroacetic acid In pyridine74%
L-aspartic acid di-tert-butyl ester hydrochloride

L-aspartic acid di-tert-butyl ester hydrochloride

N-{[5-(4-amidinophenoxycarbonyl)furan-2-yl]methyl}-D-proline bis(trifluoroacetate)

N-{[5-(4-amidinophenoxycarbonyl)furan-2-yl]methyl}-D-proline bis(trifluoroacetate)

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

N-(N-{[5-(4-amidinophenoxycarbonyl)furan-2-yl]methyl}-D-prolyl)-L-aspartic acid di-tert-butyl ester bis(trifluoroacetate)

N-(N-{[5-(4-amidinophenoxycarbonyl)furan-2-yl]methyl}-D-prolyl)-L-aspartic acid di-tert-butyl ester bis(trifluoroacetate)

Conditions
ConditionsYield
With pyridine; trifluoroacetic acid73%
N-(3-dimethylaminopropyl)-N-ethylcarbodiimide
1892-57-5

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

N-allyl-N-[N-allyl-N-(3-{5-[(4-amidinophenoxy)carbonyl]-3-methylthiophen-2-yl}propanoyl)glycyl]-L-glutamic acid trifluoroacetate
1415763-00-6

N-allyl-N-[N-allyl-N-(3-{5-[(4-amidinophenoxy)carbonyl]-3-methylthiophen-2-yl}propanoyl)glycyl]-L-glutamic acid trifluoroacetate

Conditions
ConditionsYield
With trifluoroacetic acid In pyridine73%
maleimide-PEG8-acid

maleimide-PEG8-acid

C69H88N10O19

C69H88N10O19

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

N-(3-dimethylaminopropyl)-N-ethylcarbodiimide

C95H130N12O31

C95H130N12O31

Conditions
ConditionsYield
In chloroform for 1.5h;72%

1892-57-5Relevant articles and documents

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Williams,A.,Ibrahim,I.T.

, p. 7090 (1981)

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Insights into Fast Amide Couplings in Aqueous Nanomicelles

Sharma, Sudripet,Kaur, Gaganpreet,Handa, Sachin

supporting information, p. 1960 - 1965 (2021/08/03)

1-Ethyl-3-(3-(dimethylamino)propyl)-carbodiimide (EDC?HCl) has both lipophilic and hydrophilic regions, causing self-aggregation (also called nanoparticle formation) in an aqueous medium containing PS-750-M amphiphile. Kinetic and proton nuclear magnetic resonance studies were used to probe the effect of different organic bases on the potential nanoparticle formation of EDC?HCl. It also reveals why the pyridine base works better under micellar conditions. The methodology was examined on the multigram scale synthesis of bioactive molecules, where excellent reaction yields were obtained without product epimerization while maintaining a shorter reaction time.

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

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, (2017/05/10)

The invention belongs to the field of organic chemical industry, and particularly relates to a preparation method of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride. The method comprises the following steps: enabling N,N'-dimethyl-1,3-propanediamine and carbon disulfide as raw materials to react in an organic solvent to generate an intermediate 1; enabling the intermediate 1 and ethyl chloroformate to react in the organic solvent, and preparing an intermediate 2 from triethylamine as an acid-binding agent; enabling the intermediate 2 and ethylamine to react in the organic solvent, so as to prepare an intermediate 3; adding a catalyst to the intermediate 3, oxidizing one time with an oxidant, so as to obtain a crude product 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, extracting and separating, so as to obtain an intermediate 4; and carrying out salt exchange reaction on the intermediate 4 and hydrochloride, so as to prepare the product 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride. The method has the advantages of relatively high conversion rate and relatively high total recovery rate and is simple to operate and suitable for industrial production.

Dehydrogenative desulfurization of thiourea derivatives to give carbodiimides, using hydrosilane and an iron complex

Hayasaka, Kazumasa,Fukumoto, Kozo,Nakazawa, Hiroshi

, p. 10271 - 10276 (2013/07/26)

Dehydrogenative desulfurization of thiourea derivatives (RNHC(S)NHR′) has been achieved, to give carbodiimides (RNCNR′), in the reaction with hydrosilane and (η5-C5H5)Fe(CO) 2Me. The obtained carbodiimide reacted with (η5-C 5H5)Fe(CO)(SiR3) formed in the reaction to give an N-silylated η2-amidino iron complex, which was isolated and then characterized by X-ray analysis.

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