methyl aziridine-1-carboxylate
aniline
A
ethyleneimine
B
(2-Phenylamino-ethyl)-carbamic acid methyl ester
Conditions | Yield |
---|---|
In ethanol at 18 - 25℃; for 480h; | A n/a B 98% |
1-(phenylaminocarbonyl)aziridine
dimethyl amine
A
ethyleneimine
B
fenuron
Conditions | Yield |
---|---|
In ethanol at 18 - 25℃; for 168h; | A n/a B 94% |
piperidine
methyl aziridine-1-carboxylate
A
ethyleneimine
B
(2-Piperidin-1-yl-ethyl)-carbamic acid methyl ester
Conditions | Yield |
---|---|
In ethanol at 18 - 25℃; for 24h; | A n/a B 92% |
1-(phenylaminocarbonyl)aziridine
methylamine
A
ethyleneimine
B
1-methyl-3-phenylurea
Conditions | Yield |
---|---|
In ethanol at 18 - 25℃; for 168h; | A n/a B 92% |
Conditions | Yield |
---|---|
With ammonia In ethanol at 18 - 25℃; for 24h; | A n/a B 90% |
Conditions | Yield |
---|---|
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
methyl aziridine-1-carboxylate
A
ethyleneimine
B
(2-Morpholin-4-yl-ethyl)-carbamic acid methyl ester
Conditions | Yield |
---|---|
In ethanol at 18 - 25℃; for 24h; | A n/a B 88% |
Conditions | Yield |
---|---|
With ammonia In ethanol at 18 - 25℃; for 168h; | A n/a B 88% |
methyl aziridine-1-carboxylate
dimethyl amine
A
ethyleneimine
B
1-methoxycarbonylamino-2-dimethylaminoethane
Conditions | Yield |
---|---|
In ethanol at 18 - 25℃; for 24h; | A n/a B 82% |
Conditions | Yield |
---|---|
With carbon dioxide; DBN; lithium iodide In toluene at 90℃; for 5h; Inert atmosphere; | 82% |
methyl aziridine-1-carboxylate
A
ethyleneimine
B
(2-Aziridin-1-yl-ethyl)-carbamic acid methyl ester
Conditions | Yield |
---|---|
In ethanol at 18 - 25℃; for 24h; | A n/a B 75% |
Conditions | Yield |
---|---|
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
isopropylamine
A
ethyleneimine
B
(2-Isopropylamino-ethyl)-carbamic acid methyl ester
Conditions | Yield |
---|---|
In ethanol at 18 - 25℃; for 24h; | A n/a B 72% |
methyl aziridine-1-carboxylate
cyclohexylamine
A
ethyleneimine
B
(2-Cyclohexylamino-ethyl)-carbamic acid methyl ester
Conditions | Yield |
---|---|
In ethanol at 18 - 25℃; for 24h; | A n/a B 63% |
Conditions | Yield |
---|---|
With sodium hydroxide In water Heating; | 60% |
With sodium hydroxide | |
With potassium hydroxide |
methanol
ethanolamine
A
ethyleneimine
B
piperazine
C
1,4-diaza-bicyclo[2.2.2]octane
D
(2-hydroxyethyl)(methyl)amine
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With water; silver(l) oxide | |
With potassium hydroxide | |
With alkaline solution |
Conditions | Yield |
---|---|
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.); |
Conditions | Yield |
---|---|
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
Aziridin-Kation
A
ethyleneimine
B
2-fluoropyridine-H(1+)
Conditions | Yield |
---|---|
Thermodynamic data; |
3-Chloropyridine
Aziridin-Kation
A
ethyleneimine
B
3-chloropyridinium
Conditions | Yield |
---|---|
Thermodynamic data; |
Conditions | Yield |
---|---|
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
A
ethyleneimine
B
dimethyl amine
Conditions | Yield |
---|---|
In water-d2 Mechanism; other aziridinyl phosphoramides, other products; |
Conditions | Yield |
---|---|
With sodium hydroxide In acetonitrile at 25℃; Rate constant; var. pH (from 13 to neutral); |
Conditions | Yield |
---|---|
With sodium hydroxide In acetonitrile at 25℃; Rate constant; var. pH (from 13 to neutral); |
Conditions | Yield |
---|---|
With sodium hydroxide In acetonitrile at 25℃; Rate constant; var. pH (from 13 to neutral); |
Conditions | Yield |
---|---|
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
A
ethyleneimine
B
dimethylenecyclourethane
C
Acetonitrile oxide
D
trans-nitrosoethylene
Conditions | Yield |
---|---|
at 200 - 600℃; Product distribution; pyrolysis; |
methyl aziridine-1-carboxylate
ethylamine
A
ethyleneimine
B
methyl N-ethylcarbamate
C
(2-Ethylamino-ethyl)-carbamic acid methyl ester
Conditions | Yield |
---|---|
In ethanol at 18 - 25℃; for 24h; | A n/a B 35 % Chromat. C 65 % Chromat. |
ethyleneimine
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
Conditions | Yield |
---|---|
In benzene for 0.5h; Ambient temperature; | 100% |
ethyleneimine
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
Conditions | Yield |
---|---|
In benzene for 0.5h; Ambient temperature; | 100% |
ethyleneimine
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
Conditions | Yield |
---|---|
In benzene for 0.5h; Ambient temperature; | 100% |
ethyleneimine
1-chloroaziridine
Conditions | Yield |
---|---|
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
3-hydroxy-3-methyl-1-cyano-1-butyne
Conditions | Yield |
---|---|
In chloroform at 10℃; for 2h; | 99% |
ethyleneimine
3-chloro-2-phenyl-1-indenone
3-aziridino-2-phenyl-1-indenone
Conditions | Yield |
---|---|
With triethylamine for 0.5h; | 99% |
ethyleneimine
3-chloro-2-(4-chlorophenyl)-1-indenone
3-aziridino-2-(4-chlorophenyl)-1-indenone
Conditions | Yield |
---|---|
With triethylamine for 0.5h; | 99% |
ethyleneimine
3-chloro-2-(4-methoxyphenyl)-1-indenone
3-aziridino-2-(4-methoxyphenyl)-1-indenone
Conditions | Yield |
---|---|
With triethylamine for 0.5h; | 99% |
ethyleneimine
3-chloro-2-(1-naphthyl)-1-indenone
3-aziridino-2-(1-naphthyl)-1-indenone
Conditions | Yield |
---|---|
With triethylamine for 0.5h; | 99% |
ethyleneimine
diethoxyphosphoryldichloroacetaldehyde
Conditions | Yield |
---|---|
In ethanol at 5 - 10℃; for 1h; Addition; | 99% |
ethyleneimine
1-{2-[1,3-(oxytetraethylenoxy)-3,5,5-trichloro-cyclotriphosphazatrien-1-yl]-aminoethylamino}anthraquinone
Conditions | Yield |
---|---|
With sodium hydroxide In benzene at 20℃; for 21.5h; | 99% |
potassium hexafluorophosphate
ethyleneimine
[C5H5(CO)2Fe(COCH2CH2NH)](1+)*PF6(1-)=[C5H5(CO)2Fe(COCH2CH2NH)]PF6
Conditions | Yield |
---|---|
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
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
[IrCl(Cp(*))(aziridine)2]Cl
Conditions | Yield |
---|---|
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
bis(N,N-diethylamido)-N1-ethyl(bromo)imidophosphate
Conditions | Yield |
---|---|
In benzene at 10℃; | 98% |
ethyleneimine
8-Methoxy-5-quinolinesulfonyl chloride
N-(8-methoxy-5-quinolylsulfonyl)aziridine
Conditions | Yield |
---|---|
With triethylamine In benzene for 3h; O deg C - 20 deg C; | 98% |
ethyleneimine
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
Conditions | Yield |
---|---|
With triethylamine In diethyl ether 1.) -4 deg C, 20 min, 2.) RT, 1 h; | 98% |
ethyleneimine
pentapropylphosphorodiamidimidic bromide
Conditions | Yield |
---|---|
In benzene at 10℃; | 98% |
Conditions | Yield |
---|---|
With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate In toluene at 100℃; for 24h; | 98% |
Conditions | Yield |
---|---|
In chloroform for 2h; darkness; | 98% |
ethyleneimine
(η5-Cp)Fe(CO)3PF6
[C5H5(CO)2Fe(COCH2CH2NH)](1+)*PF6(1-)=[C5H5(CO)2Fe(COCH2CH2NH)]PF6
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
trans-[bis(aziridine)dichloridopalladium(II)]
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
pentabutylphosphorodiamidimic bromide
Conditions | Yield |
---|---|
In benzene at 10℃; | 97% |
ethyleneimine
Conditions | Yield |
---|---|
at 20℃; for 1h; | 97% |
ethyleneimine
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
Conditions | Yield |
---|---|
In diethyl ether at 0 - 20℃; for 3h; | 97% |
ethyleneimine
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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% |
MF: C2H5N
MW: 43.07
EINECS: 205-793-9
Product Categories: Pharmaceutical Intermediates
Mol File: 151-56-4.mol
mp: -78°C
bp: 56°C
density: 0,83 g/cm3
Fp: -11°C
Water Solubility: miscible
Synonyms:AZIRIDINE;ETHYLENEIMINE;ETHYLENIMINE;Dimethyleneimine;1H-Azirine, dihydro-;Aethylenimin;Aminoethylene;Azacyclopropane
The structure of Ethyleneimine(151-56-4) is:
1. | eye-mus 2 ppm/1M | JIHTAB Journal of Industrial Hygiene and Toxicology. 30 (1948),7. | ||
2. | skn-rbt 10 mg/24H open | JIHTAB Journal of Industrial Hygiene and Toxicology. 30 (1948),63. | ||
3. | eye-rbt 2 mg SEV | AJOPAA American Journal of Ophthalmology. 29 (1946),1363. | ||
4. | sln-dmg-mul 1 pph/8H-C | GNKAA5 Genetika. 21 (1985),958. | ||
5. | mnt-nml-mul 5000 ppm/8D-C | MUREAV Mutation Research. 125 (1984),275. | ||
6. | cyt-hmn:lng 1 µmol/L | EVSRBT Environmental Science Research. 24 (1981),433. | ||
7. | dns-mus-par 5 mg/kg | EVSRBT Environmental Science Research. 24 (1981),943. | ||
8. | dlt-mus-ipr 5 mg/kg | EVSRBT Environmental Science Research. 24 (1981),943. | ||
9. | msc-ham:ovr 2 mg/L | MUREAV Mutation Research. 94 (1982),449. | ||
| ||||
|
Hazard Codes: F;T,T,F,N,T+
Risk Statements:Very Toxic by inhalation;Very Toxic in contact with skin;Very Toxic if swallowed
Safety Statements:In case of accident or if you feel unwell, seek medical advice immediately;Avoid exposure - obtain special instruction before use
RIDADR: 1185
HazardClass: 6.1(a)
PackingGroup: I
Hazardous Substances Data: 151-56-4(Hazardous Substances Data)
Poison by ingestion, skin contact, inhalation, and intraperitoneal routes. Human mutation data reported. A skin, mucous membrane, and severe eye irritant. An allergic sensitizer of skin. Causes opaque cornea, keratoconus, and necrosis of cornea (experimentally). Has been known to cause severe human eye injury. Drinking of carbonated beverages is recommended as an antidote to this material in stomach.
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