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Synthetic route

methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

aniline
62-53-3

aniline

A

ethyleneimine
151-56-4

ethyleneimine

B

(2-Phenylamino-ethyl)-carbamic acid methyl ester
79143-47-8

(2-Phenylamino-ethyl)-carbamic acid methyl ester

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 480h;A n/a
B 98%
1-(phenylaminocarbonyl)aziridine
13279-22-6

1-(phenylaminocarbonyl)aziridine

dimethyl amine
124-40-3

dimethyl amine

A

ethyleneimine
151-56-4

ethyleneimine

B

fenuron
101-42-8

fenuron

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 168h;A n/a
B 94%
piperidine
110-89-4

piperidine

methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

A

ethyleneimine
151-56-4

ethyleneimine

B

(2-Piperidin-1-yl-ethyl)-carbamic acid methyl ester
79143-49-0

(2-Piperidin-1-yl-ethyl)-carbamic acid methyl ester

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 24h;A n/a
B 92%
1-(phenylaminocarbonyl)aziridine
13279-22-6

1-(phenylaminocarbonyl)aziridine

methylamine
74-89-5

methylamine

A

ethyleneimine
151-56-4

ethyleneimine

B

1-methyl-3-phenylurea
1007-36-9

1-methyl-3-phenylurea

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 168h;A n/a
B 92%
methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

A

ethyleneimine
151-56-4

ethyleneimine

B

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
With ammonia In ethanol at 18 - 25℃; for 24h;A n/a
B 90%
ethanolamine
141-43-5

ethanolamine

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With 1 M DTPP at 60℃; for 48h;90%
With BNTP In dichloromethane at 40℃; for 24h;98 % Chromat.
With potassium hydroxide; sulfuric acid 1.) 80 deg C, overnight; Multistep reaction;
With cesium nitrate; iron nitrate; magnesium nitrate on fluoridated P2O5/SiO2/TiO2 at 370℃; for 8h; Temperature; Reagent/catalyst; Inert atmosphere; chemoselective reaction;
morpholine
110-91-8

morpholine

methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

A

ethyleneimine
151-56-4

ethyleneimine

B

(2-Morpholin-4-yl-ethyl)-carbamic acid methyl ester
79143-50-3

(2-Morpholin-4-yl-ethyl)-carbamic acid methyl ester

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 24h;A n/a
B 88%
1-(phenylaminocarbonyl)aziridine
13279-22-6

1-(phenylaminocarbonyl)aziridine

A

ethyleneimine
151-56-4

ethyleneimine

B

phenyl carbamate
64-10-8

phenyl carbamate

Conditions
ConditionsYield
With ammonia In ethanol at 18 - 25℃; for 168h;A n/a
B 88%
methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

dimethyl amine
124-40-3

dimethyl amine

A

ethyleneimine
151-56-4

ethyleneimine

B

1-methoxycarbonylamino-2-dimethylaminoethane
79143-42-3

1-methoxycarbonylamino-2-dimethylaminoethane

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 24h;A n/a
B 82%
N-(p-toluenesulfonyl)aziridine
3634-89-7

N-(p-toluenesulfonyl)aziridine

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With carbon dioxide; DBN; lithium iodide In toluene at 90℃; for 5h; Inert atmosphere;82%
methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

A

ethyleneimine
151-56-4

ethyleneimine

B

(2-Aziridin-1-yl-ethyl)-carbamic acid methyl ester
79143-51-4

(2-Aziridin-1-yl-ethyl)-carbamic acid methyl ester

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 24h;A n/a
B 75%
2-chloroethanamine hydrochloride
870-24-6

2-chloroethanamine hydrochloride

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With sodium hydroxide In water at 50℃; for 2h; Inert atmosphere;75%
With sodium hydroxide In water at 50℃; for 2.5h;74%
With sodium hydroxide at 50℃; under 25 Torr; for 2h;70%
methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

isopropylamine
75-31-0

isopropylamine

A

ethyleneimine
151-56-4

ethyleneimine

B

(2-Isopropylamino-ethyl)-carbamic acid methyl ester
79143-44-5

(2-Isopropylamino-ethyl)-carbamic acid methyl ester

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 24h;A n/a
B 72%
methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

cyclohexylamine
108-91-8

cyclohexylamine

A

ethyleneimine
151-56-4

ethyleneimine

B

(2-Cyclohexylamino-ethyl)-carbamic acid methyl ester
79143-46-7

(2-Cyclohexylamino-ethyl)-carbamic acid methyl ester

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 24h;A n/a
B 63%
sulfuric acid mono-(2-amino-ethyl ester)
926-39-6

sulfuric acid mono-(2-amino-ethyl ester)

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With sodium hydroxide In water Heating;60%
With sodium hydroxide
With potassium hydroxide
methanol
67-56-1

methanol

ethanolamine
141-43-5

ethanolamine

A

ethyleneimine
151-56-4

ethyleneimine

B

piperazine
110-85-0

piperazine

C

1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

D

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
With Cs-P-Si mixed-oxide at 300℃; under 750.06 Torr; Title compound not separated from byproducts;A 37 % Chromat.
B n/a
C n/a
D 6%
tetrachloromethane
56-23-5

tetrachloromethane

sulfuric acid mono-(2-amino-ethyl ester)
926-39-6

sulfuric acid mono-(2-amino-ethyl ester)

ethyleneimine
151-56-4

ethyleneimine

2-bromoethylamine hydrobromide
2576-47-8

2-bromoethylamine hydrobromide

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With water; silver(l) oxide
With potassium hydroxide
With alkaline solution
2-bromoethylamine
107-09-5

2-bromoethylamine

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With potassium perchlorate In acetic acid at 25℃; Rate constant;
With tetramethyl ammoniumhydroxide In water; dimethyl sulfoxide at 17.9℃; Rate constant; Kinetics; Thermodynamic data; var. temp., var. solvents mixtures, var. bases, ΔGa, ΔHa, ΔSa;
With ammonium bromide In water; dimethyl sulfoxide at 60.3℃; Thermodynamic data; other halide, ΔH(excit.), ΔG(excit.), ΔS(excit.);
chloroethylamine
689-98-5

chloroethylamine

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With water In 1,4-dioxane at 39 - 59℃; Kinetics;
With tetramethyl ammoniumhydroxide In water; dimethyl sulfoxide at 31.4℃; Rate constant; Kinetics; Thermodynamic data; var. temp., var. solvents mixtures, var. bases, ΔGa, ΔHa, ΔSa;
With ammonium chloride In water; dimethyl sulfoxide at 60.3℃; Thermodynamic data; other halide, ΔH(excit.), ΔG(excit.), ΔS(excit.);
3-Fluoropyridine
372-47-4

3-Fluoropyridine

Aziridin-Kation
24151-28-8

Aziridin-Kation

A

ethyleneimine
151-56-4

ethyleneimine

B

2-fluoropyridine-H(1+)
59278-67-0

2-fluoropyridine-H(1+)

Conditions
ConditionsYield
Thermodynamic data;
3-Chloropyridine
626-60-8

3-Chloropyridine

Aziridin-Kation
24151-28-8

Aziridin-Kation

A

ethyleneimine
151-56-4

ethyleneimine

B

3-chloropyridinium
53760-42-2

3-chloropyridinium

Conditions
ConditionsYield
Thermodynamic data;
N-benzoylaziridine
7646-66-4

N-benzoylaziridine

A

ethyleneimine
151-56-4

ethyleneimine

B

sodium benzoate
532-32-1

sodium benzoate

Conditions
ConditionsYield
With sodium hydroxide In acetonitrile at 25℃; Rate constant; var. pH (from 13 to neutral);
amide P,P-bis (1-aziridinyl) N,N-dimethyl phosphinique
1195-69-3

amide P,P-bis (1-aziridinyl) N,N-dimethyl phosphinique

A

ethyleneimine
151-56-4

ethyleneimine

B

dimethyl amine
124-40-3

dimethyl amine

C

2-(dimethylamino)-3H-1,3,2-oxazaphospholidine-2-oxide

2-(dimethylamino)-3H-1,3,2-oxazaphospholidine-2-oxide

D

C6H16N3O2P

C6H16N3O2P

Conditions
ConditionsYield
In water-d2 Mechanism; other aziridinyl phosphoramides, other products;
1-(p-bromobenzoyl)aziridine
18292-63-2

1-(p-bromobenzoyl)aziridine

A

ethyleneimine
151-56-4

ethyleneimine

B

sodium 4-bromobenzoate
2532-15-2

sodium 4-bromobenzoate

Conditions
ConditionsYield
With sodium hydroxide In acetonitrile at 25℃; Rate constant; var. pH (from 13 to neutral);
1-(4-methoxy-benzoyl)-aziridine
15269-50-8

1-(4-methoxy-benzoyl)-aziridine

A

ethyleneimine
151-56-4

ethyleneimine

B

sodium anisate
536-45-8

sodium anisate

Conditions
ConditionsYield
With sodium hydroxide In acetonitrile at 25℃; Rate constant; var. pH (from 13 to neutral);
1-(p-nitrobenzoyl)aziridine
19614-29-0

1-(p-nitrobenzoyl)aziridine

A

ethyleneimine
151-56-4

ethyleneimine

B

sodium 4-nitrobenzoate
3847-57-2

sodium 4-nitrobenzoate

Conditions
ConditionsYield
With sodium hydroxide In acetonitrile at 25℃; Rate constant; var. pH (from 13 to neutral);
ethene
74-85-1

ethene

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With tris-(2-chloro-ethyl)-amine Mechanism; Irradiation; also with propene; rel. rate constants;
N,N'-Bis(2-oxo-3-oxazolidin-3-ylcarbonyl)-1,6-hexanediamine
74734-25-1

N,N'-Bis(2-oxo-3-oxazolidin-3-ylcarbonyl)-1,6-hexanediamine

A

ethyleneimine
151-56-4

ethyleneimine

B

dimethylenecyclourethane
497-25-6

dimethylenecyclourethane

C

Acetonitrile oxide
925-91-7

Acetonitrile oxide

D

trans-nitrosoethylene
54680-52-3

trans-nitrosoethylene

E

C5H6N2O3*H(1+)

C5H6N2O3*H(1+)

F

2-Oxo-oxazolidine-3-carboxylic acid cyclohexylamide

2-Oxo-oxazolidine-3-carboxylic acid cyclohexylamide

Conditions
ConditionsYield
at 200 - 600℃; Product distribution; pyrolysis;
methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

ethylamine
75-04-7

ethylamine

A

ethyleneimine
151-56-4

ethyleneimine

B

methyl N-ethylcarbamate
6135-31-5

methyl N-ethylcarbamate

C

(2-Ethylamino-ethyl)-carbamic acid methyl ester
79143-43-4

(2-Ethylamino-ethyl)-carbamic acid methyl ester

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 24h;A n/a
B 35 % Chromat.
C 65 % Chromat.
ethyleneimine
151-56-4

ethyleneimine

2-chloro-3,6-diphenyl-3,4-dihydro-1,3,2-oxazophosporin-2-oxide
78993-89-2

2-chloro-3,6-diphenyl-3,4-dihydro-1,3,2-oxazophosporin-2-oxide

2-Aziridin-1-yl-3,6-diphenyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide
95886-05-8

2-Aziridin-1-yl-3,6-diphenyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide

Conditions
ConditionsYield
In benzene for 0.5h; Ambient temperature;100%
ethyleneimine
151-56-4

ethyleneimine

2-Chloro-6-phenyl-3-p-tolyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide
78993-90-5

2-Chloro-6-phenyl-3-p-tolyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide

2-(1-Aziridinyl)-6-phenyl-3-(p-tolyl)-3,4-dihydro-1,3,2-oxazaphosphorin-2-oxide
95886-04-7

2-(1-Aziridinyl)-6-phenyl-3-(p-tolyl)-3,4-dihydro-1,3,2-oxazaphosphorin-2-oxide

Conditions
ConditionsYield
In benzene for 0.5h; Ambient temperature;100%
ethyleneimine
151-56-4

ethyleneimine

2-Chloro-3-(4-methoxy-phenyl)-6-phenyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide
78993-91-6

2-Chloro-3-(4-methoxy-phenyl)-6-phenyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide

2-Aziridin-1-yl-3-(4-methoxy-phenyl)-6-phenyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide
95886-03-6

2-Aziridin-1-yl-3-(4-methoxy-phenyl)-6-phenyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide

Conditions
ConditionsYield
In benzene for 0.5h; Ambient temperature;100%
ethyleneimine
151-56-4

ethyleneimine

1-chloroaziridine
10165-13-6

1-chloroaziridine

Conditions
ConditionsYield
With N-chloro-succinimide at 20℃; under 0.1 Torr;99%
With sodium hypochlorite; water at -10℃;
With N-chloro-succinimide under 0.001 Torr; Ambient temperature;
ethyleneimine
151-56-4

ethyleneimine

3-hydroxy-3-methyl-1-cyano-1-butyne
32837-87-9

3-hydroxy-3-methyl-1-cyano-1-butyne

(Z)-4-hydroxy-4-methyl-3-ethyleneimino-2-pentenenitrile

(Z)-4-hydroxy-4-methyl-3-ethyleneimino-2-pentenenitrile

Conditions
ConditionsYield
In chloroform at 10℃; for 2h;99%
ethyleneimine
151-56-4

ethyleneimine

3-chloro-2-phenyl-1-indenone
40920-46-5

3-chloro-2-phenyl-1-indenone

3-aziridino-2-phenyl-1-indenone
94796-57-3

3-aziridino-2-phenyl-1-indenone

Conditions
ConditionsYield
With triethylamine for 0.5h;99%
ethyleneimine
151-56-4

ethyleneimine

3-chloro-2-(4-chlorophenyl)-1-indenone
94796-76-6

3-chloro-2-(4-chlorophenyl)-1-indenone

3-aziridino-2-(4-chlorophenyl)-1-indenone
94796-59-5

3-aziridino-2-(4-chlorophenyl)-1-indenone

Conditions
ConditionsYield
With triethylamine for 0.5h;99%
ethyleneimine
151-56-4

ethyleneimine

3-chloro-2-(4-methoxyphenyl)-1-indenone
94796-75-5

3-chloro-2-(4-methoxyphenyl)-1-indenone

3-aziridino-2-(4-methoxyphenyl)-1-indenone
94796-58-4

3-aziridino-2-(4-methoxyphenyl)-1-indenone

Conditions
ConditionsYield
With triethylamine for 0.5h;99%
ethyleneimine
151-56-4

ethyleneimine

3-chloro-2-(1-naphthyl)-1-indenone
94796-77-7

3-chloro-2-(1-naphthyl)-1-indenone

3-aziridino-2-(1-naphthyl)-1-indenone
94796-60-8

3-aziridino-2-(1-naphthyl)-1-indenone

Conditions
ConditionsYield
With triethylamine for 0.5h;99%
ethyleneimine
151-56-4

ethyleneimine

diethoxyphosphoryldichloroacetaldehyde
84336-27-6

diethoxyphosphoryldichloroacetaldehyde

β-hydroxy-β-ethyleneimino-α,α-dichloroethylphosphonic acid diethyl ester

β-hydroxy-β-ethyleneimino-α,α-dichloroethylphosphonic acid diethyl ester

Conditions
ConditionsYield
In ethanol at 5 - 10℃; for 1h; Addition;99%
ethyleneimine
151-56-4

ethyleneimine

1-{2-[1,3-(oxytetraethylenoxy)-3,5,5-trichloro-cyclotriphosphazatrien-1-yl]-aminoethylamino}anthraquinone
864467-21-0

1-{2-[1,3-(oxytetraethylenoxy)-3,5,5-trichloro-cyclotriphosphazatrien-1-yl]-aminoethylamino}anthraquinone

1-{2-[1,3-(oxytetraethylenoxy)-3,5,5-tri(1-aziridinyl)cyclotriphosphazatrien-1-yl]-aminoethylamino}anthraquinone

1-{2-[1,3-(oxytetraethylenoxy)-3,5,5-tri(1-aziridinyl)cyclotriphosphazatrien-1-yl]-aminoethylamino}anthraquinone

Conditions
ConditionsYield
With sodium hydroxide In benzene at 20℃; for 21.5h;99%
potassium hexafluorophosphate
17084-13-8

potassium hexafluorophosphate

ethyleneimine
151-56-4

ethyleneimine

(C5H5)Fe(CO)3(1+)*CF3SO3(1-)=(C5H5)Fe(CO)3CF3SO3

(C5H5)Fe(CO)3(1+)*CF3SO3(1-)=(C5H5)Fe(CO)3CF3SO3

[C5H5(CO)2Fe(COCH2CH2NH)](1+)*PF6(1-)=[C5H5(CO)2Fe(COCH2CH2NH)]PF6
69532-52-1

[C5H5(CO)2Fe(COCH2CH2NH)](1+)*PF6(1-)=[C5H5(CO)2Fe(COCH2CH2NH)]PF6

Conditions
ConditionsYield
With catalyst: (BrCH2CH2NH3)Br In acetonitrile addn. of aziridine to soln. of complex and bromide via syringe; stirring for 10 min at 25°C under N2; adding an excess of KPF6; stirringfor 5 min; evapn.; washing (Et2O); extg. (CH2Cl29; filtration through MgSO4; reducing volume until crystn. occured; adding Et2O; keeping at -20°C overnight; crystn.; drying in vac.; elem. anal.;99%
With catalyst: (BrCH2CH2CH2NH3)Br In acetonitrile addn. of aziridine to soln. of complex and bromide via syringe; stirring for 10 min at 25°C under N2; adding an excess of KPF6; stirringfor 5 min; evapn.; washing (Et2O); extg. (CH2Cl29; filtration through MgSO4; reducing volume until crystn. occured; adding Et2O; keeping at -20°C overnight; crystn.; drying in vac.; elem. anal.;89%
ethyleneimine
151-56-4

ethyleneimine

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
12354-84-6, 12354-85-7

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]

[IrCl(Cp(*))(aziridine)2]Cl
1018682-30-8

[IrCl(Cp(*))(aziridine)2]Cl

Conditions
ConditionsYield
In dichloromethane (Ar); 5 equiv. of aziridine added to metal-complex in CH2Cl2; stirred atroom temp. for 2 h; solvent removed in vacuo; purified by stirring in dry n-hexane overnight; decanted; dried in vacuo; elem. anal.;99%
ethyleneimine
151-56-4

ethyleneimine

bis(N,N-diethylamido)-N1-ethyl(bromo)imidophosphate
73954-60-6

bis(N,N-diethylamido)-N1-ethyl(bromo)imidophosphate

2,2-bis(diethylamino)-3-ethyl-1,3,2-diazaphospholidinium bromide

2,2-bis(diethylamino)-3-ethyl-1,3,2-diazaphospholidinium bromide

Conditions
ConditionsYield
In benzene at 10℃;98%
ethyleneimine
151-56-4

ethyleneimine

8-Methoxy-5-quinolinesulfonyl chloride
90429-62-2

8-Methoxy-5-quinolinesulfonyl chloride

N-(8-methoxy-5-quinolylsulfonyl)aziridine
98267-09-5

N-(8-methoxy-5-quinolylsulfonyl)aziridine

Conditions
ConditionsYield
With triethylamine In benzene for 3h; O deg C - 20 deg C;98%
ethyleneimine
151-56-4

ethyleneimine

Acetic acid 4-[(1S,2R)-2-(4-acetoxy-phenyl)-1-chlorocarbonyl-butyl]-phenyl ester
107036-23-7

Acetic acid 4-[(1S,2R)-2-(4-acetoxy-phenyl)-1-chlorocarbonyl-butyl]-phenyl ester

(2R*,3S*)-1-<2,3-bis(4-acetoxyphenyl)-1-pentanoyl>aziridine
107036-26-0

(2R*,3S*)-1-<2,3-bis(4-acetoxyphenyl)-1-pentanoyl>aziridine

Conditions
ConditionsYield
With triethylamine In diethyl ether 1.) -4 deg C, 20 min, 2.) RT, 1 h;98%
ethyleneimine
151-56-4

ethyleneimine

pentapropylphosphorodiamidimidic bromide
73954-61-7

pentapropylphosphorodiamidimidic bromide

2,2-bis(dipropylamino)-3-propyl-1,3,2-diazaphospholidinium bromide

2,2-bis(dipropylamino)-3-propyl-1,3,2-diazaphospholidinium bromide

Conditions
ConditionsYield
In benzene at 10℃;98%
ethyleneimine
151-56-4

ethyleneimine

bis(4-bromophenyl)methanone
3988-03-2

bis(4-bromophenyl)methanone

4,4'-bis(aziridin-1-yl)benzophenone

4,4'-bis(aziridin-1-yl)benzophenone

Conditions
ConditionsYield
With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate In toluene at 100℃; for 24h;98%
ethyleneimine
151-56-4

ethyleneimine

geldanamycin

geldanamycin

17-aziridino-17-demethoxy GM

17-aziridino-17-demethoxy GM

Conditions
ConditionsYield
In chloroform for 2h; darkness;98%
ethyleneimine
151-56-4

ethyleneimine

(η5-Cp)Fe(CO)3PF6
38834-26-3

(η5-Cp)Fe(CO)3PF6

[C5H5(CO)2Fe(COCH2CH2NH)](1+)*PF6(1-)=[C5H5(CO)2Fe(COCH2CH2NH)]PF6
69532-52-1

[C5H5(CO)2Fe(COCH2CH2NH)](1+)*PF6(1-)=[C5H5(CO)2Fe(COCH2CH2NH)]PF6

Conditions
ConditionsYield
sodium bromide In acetonitrile ratio of educts and catalyst: 1:1:1; evapn. in vac. to dryness, extrd. with CH2Cl2, pptd. with ether at -20°C;98%
With catalyst: (nBu)4N(1+)*Br(1-) or (nBu4)N(1+)*I(1-) In acetonitrile ratio of educts and catalyst: 1:1:1; evapn. in vac. to dryness, extrd. with CH2Cl2, pptd. with ether at -20°C;98%
With catalyst: Br(CH2)2NH3(1+)*Br(1-) In acetonitrile ratio of educts and catalyst: 1:1:1; evapn. in vac. to dryness, extrd. with CH2Cl2, pptd. with ether at -20°C;98%
With catalyst: Br(CH2)3NH3(1+)*Br(1-) In acetonitrile ratio of educts and catalyst: 1:1:1; evapn. in vac. to dryness, extrd. with CH2Cl2, pptd. with ether at -20°C;98%
With catalyst: Et3NH(1+)*Br(1-) In acetonitrile ratio of educts and catalyst: 1:1:1; evapn. in vac. to dryness, extrd. with CH2Cl2, pptd. with ether at -20°C;98%
ethyleneimine
151-56-4

ethyleneimine

(η5-C5H5)(Me)(NO)(PPh3)rhenium(II)

(η5-C5H5)(Me)(NO)(PPh3)rhenium(II)

trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

(C5H5)Re(NO)(P(C6H5)3)(C2H4NH)(1+)*CF3SO3(1-)={(C5H5)Re(NO)(P(C6H5)3)(C2H4NH)}{CF3SO3}

(C5H5)Re(NO)(P(C6H5)3)(C2H4NH)(1+)*CF3SO3(1-)={(C5H5)Re(NO)(P(C6H5)3)(C2H4NH)}{CF3SO3}

Conditions
ConditionsYield
In toluene (Schlenk flask); soln. of Re-complex is cooled to -45°C (CH3CN/CO2), CF3SO3H is added dropwise, after 5 min cyclic amine is added and the cold bath is removed; after 60 min hexane is added with stirring, filtrate is washed with hexane and dried under vacuum, elem. anal.;98%
ethyleneimine
151-56-4

ethyleneimine

zinc(II) chloride
7646-85-7

zinc(II) chloride

(aziridine)2ZnCl2
27184-23-2

(aziridine)2ZnCl2

Conditions
ConditionsYield
In dichloromethane anhydrous metal chloride suspd. in dry CH2Cl2; 5 equiv. of aziridine added; stirred overnight at 21°C; filtered off; solvent removed in vacuo; purified by stirring in dry n-hexane overnight at ambient temp.; n-hexane phase removed by decantation; dried in vacuo; elem. anal.;98%
In not given (Ar); mole ratio ZnCl2:ethylenimine = 1:2; soln. of ethylenimine added dropwise to a soln. of ZnCl2 with stirring and cooling to -20°C; stirred for 3-4 h; ppt. sepd.; washed (cold soln.); dried (vac.); elem. anal.;
ethyleneimine
151-56-4

ethyleneimine

palladium dichloride

palladium dichloride

trans-[bis(aziridine)dichloridopalladium(II)]
92344-36-0, 21654-58-0

trans-[bis(aziridine)dichloridopalladium(II)]

Conditions
ConditionsYield
In dichloromethane anhydrous metal chloride suspd. in dry CH2Cl2; 2 equiv. of aziridine added; stirred overnight at 21°C; filtered off; solvent removed in vacuo; purified by stirring in dry n-hexane overnight at ambient temp.; n-hexane phase removed by decantation; dried in vacuo; elem. anal.;98%
ethyleneimine
151-56-4

ethyleneimine

2,3-dimethoxybenzoic acid
1521-38-6

2,3-dimethoxybenzoic acid

C11H13NO3

C11H13NO3

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran at 0 - 20℃; for 2h; Temperature;97.5%
ethyleneimine
151-56-4

ethyleneimine

pentabutylphosphorodiamidimic bromide
81675-82-3

pentabutylphosphorodiamidimic bromide

2,2-bis(dibutylamino)-3-butyl-1,3,2-diazaphospholidinium bromide

2,2-bis(dibutylamino)-3-butyl-1,3,2-diazaphospholidinium bromide

Conditions
ConditionsYield
In benzene at 10℃;97%
ethyleneimine
151-56-4

ethyleneimine

amino(1-aziridinyl)bis(diethylamino)phosphonium chloride

amino(1-aziridinyl)bis(diethylamino)phosphonium chloride

C12H31N5P(1+)*Cl(1-)

C12H31N5P(1+)*Cl(1-)

Conditions
ConditionsYield
at 20℃; for 1h;97%
ethyleneimine
151-56-4

ethyleneimine

4-(bis-methylsulfanyl-methylene)-2-phenyl-5-p-tolyl-2,4-dihydro-pyrazol-3-one
59848-50-9

4-(bis-methylsulfanyl-methylene)-2-phenyl-5-p-tolyl-2,4-dihydro-pyrazol-3-one

4-<(N-aziridinomethylthio)methylene>-3-(p-methylphenyl)-5-oxo-1-phenyl-Δ2-pyrazoline
61254-28-2

4-<(N-aziridinomethylthio)methylene>-3-(p-methylphenyl)-5-oxo-1-phenyl-Δ2-pyrazoline

Conditions
ConditionsYield
In diethyl ether at 0 - 20℃; for 3h;97%
ethyleneimine
151-56-4

ethyleneimine

cis-bromoamminebis(1,2-diaminoethane)cobalt(III) bromide monohydrate

cis-bromoamminebis(1,2-diaminoethane)cobalt(III) bromide monohydrate

cis-{Co(en)2(aziridine)(NH3)}Br3*EtOH

cis-{Co(en)2(aziridine)(NH3)}Br3*EtOH

Conditions
ConditionsYield
With C2H5OH In neat (no solvent) careful addn. of aziridine to solid cis-(Co(NH3)(en)2Br)Br2*H2O under stirring and cooling in a dry ice/acetone bath in N2 atm.; stirring at room temp. for 6 h; pptn. by slow addn. of ethanol and diethyl ether;; filtration; washing with ether; drying in vac. over P2O5; elem. anal.;;97%
ethyleneimine
151-56-4

ethyleneimine

{Pt(CF3)(P(C6H5)3)2(NCC2H5)}(1+)*BF4(1-)={Pt(CF3)(P(C6H5)3)2(NCC2H5)}BF4

{Pt(CF3)(P(C6H5)3)2(NCC2H5)}(1+)*BF4(1-)={Pt(CF3)(P(C6H5)3)2(NCC2H5)}BF4

{Pt(CF3)(P(C6H5)3)2(NHCH2CH2)}(1+)*BF4(1-)={Pt(CF3)(P(C6H5)3)2(NHCH2CH2)}BF4

{Pt(CF3)(P(C6H5)3)2(NHCH2CH2)}(1+)*BF4(1-)={Pt(CF3)(P(C6H5)3)2(NHCH2CH2)}BF4

Conditions
ConditionsYield
In tetrahydrofuran reaction under N2: a suspn. of Pt-complex in THF is treated with aziridine at 0°C, removing the ice-bath, warming to room temp., stirring for 5 h; reaction is controlled by IR-spectroscopy, filtn., vac. drying, elem. anal.;97%

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