Ethyl 2-amino-1-cyclopentene-1-carboxylate supplier

Name
Ethyl 2-amino-1-cyclopentene-1-carboxylate
EINECS
CAS No. 7149-18-0
Article Data17
CAS DataBase
Density 1.17g/cm³
Solubility soluble IN WARE
Melting Point 57-60 °C
Formula C8H13 N O2
Boiling Point 272.5°Cat760mmHg
Molecular Weight 155.197
Flash Point 118.6°C
Transport Information
Appearance light yellow crystalline powder
Safety 36/37/39-26
Risk Codes R22;R36/37/38
Molecular Structure
Hazard Symbols
Synonyms 1-Amino-2-carbethoxy-1-cyclopentene;2-amino-1-cyclopentene-1-carboxylic acid ethyl ester; Ethyl 2-amino-1-cyclopentene-1-carboxylate;Ethyl 2-amino-1-cyclopentenecarboxylate; NSC 52925
PSA 52.32000
LogP 1.64650

Synthetic route

: 611-10-9
2-ethoxycarbonyl-1-cyclopentanone

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

Conditions

Conditions	Yield
With ammonia; silica gel at 20℃; for 0.166667h;	99%
With ammonium acetate; tetraethoxy orthosilicate In ethanol Heating;	90%
With tetraethoxy orthosilicate; ammonium acetate In ethanol for 6h; Reflux; Inert atmosphere;	82%

: 628-20-6
4-Chlorobutyronitrile

: 105-36-2
ethyl bromoacetate

A: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

B: 35150-22-2
(Z)-ethyl 2-(pyrrolidin-2-ylidene)acetate

Conditions

Conditions	Yield
Stage #1: 4-Chlorobutyronitrile; ethyl bromoacetate With methanesulfonic acid; zinc In tetrahydrofuran for 1h; Blaise reaction; Reflux; Inert atmosphere; Stage #2: With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 5h; Blaise reaction; Inert atmosphere; chemoselective reaction;	A 13% B 68%
Stage #1: 4-Chlorobutyronitrile; ethyl bromoacetate With methanesulfonic acid; zinc In tetrahydrofuran for 1h; Blaise reaction; Reflux; Inert atmosphere; Stage #2: With sodium hexamethyldisilazane In tetrahydrofuran at 0℃; Blaise reaction; Inert atmosphere; Reflux; chemoselective reaction;	A 17% B 12%

...Expand

: 105-36-2
ethyl bromoacetate

: 5332-06-9
4-bromobutanenitrile

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

Conditions

Conditions	Yield
With methanesulfonic acid; zinc In tetrahydrofuran for 8h; Blaise reaction; Reflux; Inert atmosphere; chemoselective reaction;	40%

: 628-20-6
4-Chlorobutyronitrile

: 105-36-2
ethyl bromoacetate

A: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

B: 25219-53-8, 35150-22-2, 108139-96-4
pyrrolidin-2-ylideneacetic acid ethyl ester

Conditions

Conditions	Yield
With methanesulfonic acid; zinc In tetrahydrofuran for 15h; Blaise reaction; Reflux; Inert atmosphere; chemoselective reaction;	A 29% B 6%
With methanesulfonic acid; zinc In tetrahydrofuran Inert atmosphere; Reflux;	A 29% B 6%

...Expand

: 141-28-6
diethyl adipate

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Reaktion ueber mehrere Stufen 2: concentrated alcoholic ammonia / 140 - 150 °C View Scheme

: 20873-66-9
ethyl 2-[(ethoxycarbonyl)amino]-1-cyclopentene-1-carboxylate

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

Conditions

Conditions	Yield
With sodium methylate In methanol

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 622-58-2
p-Tolylisocyanate

: 2-(3-p-Tolyl-ureido)-cyclopent-1-enecarboxylic acid ethyl ester

Conditions

Conditions	Yield
In toluene Heating;	83%

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 2909-38-8
m-chlorophenyl isocyanate

: 2-[3-(3-Chloro-phenyl)-ureido]-cyclopent-1-enecarboxylic acid ethyl ester

Conditions

Conditions	Yield
In toluene Heating;	78%

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 24066-82-8
ethyl 2-isothiocyanatoacetate

: ethyl 2-[3-ethoxycarbonylmethylthioureido]cyclopentene-1-carboxylate

Conditions

Conditions	Yield
With pyridine for 2h; Heating;	76%

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 621-29-4
3-tolyl isocyanate

: 2-(3-m-Tolyl-ureido)-cyclopent-1-enecarboxylic acid ethyl ester

Conditions

Conditions	Yield
In toluene Heating;	66%

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 104-12-1
p-chlorphenylisocyanate

: 2-[3-(4-Chloro-phenyl)-ureido]-cyclopent-1-enecarboxylic acid ethyl ester

Conditions

Conditions	Yield
In toluene Heating;	63%

: 19975-56-5
2-methylsulfanyl-4,5-dihydrothiazoline

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 2,3,7,8-tetrahydro-5H,6H-cyclopenta[1,2-d]thiazolo[3,2-a]pyrimidin-5-one

Conditions

Conditions	Yield
With acetic acid for 24h; Heating;	60%

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 2949-22-6
Glycine ethyl ester isocyanate

: ethyl 2-[3-ethoxycarbonylmethylureido]cyclopentene-1-carboxylate

Conditions

Conditions	Yield
With pyridine for 2h; Heating;	58%

: 20112-81-6
2-(methylthio)-1,4,5,6-tetrahydropyrimidine

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 2,3,4,7,8,9-hexahydro-1H,6H-cyclopenta[1,2-d]pyrimido[1,2-a]pyrimidin-6-one

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide at 160℃; for 10h;	57%

: 58842-19-6
5,6-dihydro-2-(methylthio)-4H-1,3-thiazine

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 2,3,4,7,8,9-hexahydro-6H-cyclopenta[4',3':4,5]pyrimido[2,1-b][1,3]thiazin-6-one

Conditions

Conditions	Yield
With acetic acid for 24h; Heating;	56%

: 32415-91-1
5-fluorothiophene-2-carbonitrile

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 2-(5-fluorothiophen-2-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ol

Conditions

Conditions	Yield
With potassium tert-butylate In 1,3,5-trimethyl-benzene at 150℃; for 4h;	55%

: 20112-79-2
2-methylthioimidazoline

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 1,2,3,6,7,8-hexahydro-5H-cyclopenta[1,2-d]imidazo[1,2-a]pyrimidin-5-one

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide at 160℃; for 12h;	52%

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 614-68-6
2-tolyl isocyanate

: 2-(3-o-Tolyl-ureido)-cyclopent-1-enecarboxylic acid ethyl ester

Conditions

Conditions	Yield
In toluene Heating;	50%

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 103-71-9
phenyl isocyanate

: 49786-25-6
N-(2-Carbethoxycyclopentenyl)-N'-phenylharnstoff

Conditions

Conditions	Yield
In toluene Heating;	45%

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 98-59-9
p-toluenesulfonyl chloride

: ethyl 2-((4-methylphenyl)sulfonamido)cyclopent-1-ene-1-carboxylate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 25℃; for 12h;	32%
With pyridine In dichloromethane at 20℃;	30%

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 108-24-7
acetic anhydride

: 29942-18-5
2-acetylaminocyclopent-1-enecarboxylic acid ethyl ester

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 103-71-9
phenyl isocyanate

: 5313-47-3
3-phenyl-1,5,6,7-tetrahydro-cyclopentapyrimidine-2,4-dione

Conditions

Conditions	Yield
With pyridine; xylene

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 556-61-6
methyl thioisocyanate

: 108989-50-0
3-methyl-2-thioxo-2,3,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-4(5H)-one

Conditions

Conditions	Yield
With pyridine; xylene

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 105-53-3
diethyl malonate

: 55618-82-1
2,4-dihydroxy-6,7-dihydro-5H-[1]pyrindine-3-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With ethanol; sodium ethanolate at 110℃;

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 104743-69-3
Di-(2-carboxycyclopentyl)amin

Conditions

Conditions	Yield
With hydrogen; platinum(IV) oxide In acetic acid

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 141-52-6
sodium ethanolate

: 105-53-3
diethyl malonate

2.4-dihydroxy-6.7-dihydro-5H-<1>pyrindine-carboxylic acid-(3)-ethyl ester: 2.4-dihydroxy-6.7-dihydro-5H-<1>pyrindine-carboxylic acid-(3)-ethyl ester

Conditions

Conditions	Yield
at 110℃;

...Expand

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: cis-2-acetylaminocyclopentanecarboxylic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine / tetrahydrofuran / Heating 2: H2; HBF4; (S)-[2,2'-bis(PPh2)-6,6'-(1,3-propylidenedioxy)]biphenyl / Ru(COD)(methallyl)2 / ethanol / 18 h / 20 °C / 38000 Torr View Scheme
Multi-step reaction with 2 steps 1: toluene / 2 h / 75 °C / Inert atmosphere 2: [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); tetrafluoroboric acid dimethyl ether complex; hydrogen / methanol / 0 - 50 °C / 3878.71 Torr / Inert atmosphere View Scheme

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 3-ethoxycarbonylmethyl-2,4-dioxo-1,3,4,5,6,7-hexahydro-2H-cyclopenta[1,2-d]pyrimidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 58 percent / pyridine / 2 h / Heating 2: 68 percent / NaOEt / ethanol / 1 h / 20 °C View Scheme

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 3-ethoxycarbonylmethyl-4-oxo-2-thioxo-1,3,4,5,6,7-hexahydro-2H-cyclopenta[1,2-d]pyrimidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 76 percent / pyridine / 2 h / Heating 2: 73 percent / NaOEt / ethanol / 1 h / 20 °C View Scheme

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 5313-47-3
3-phenyl-1,5,6,7-tetrahydro-cyclopentapyrimidine-2,4-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 45 percent / toluene / Heating 2: 61 percent / aq. NaOH / Heating View Scheme

: 7149-18-0
ethyl 2-amino-1-cyclopentene-1-carboxylate

: 3-p-Tolyl-1,5,6,7-tetrahydro-cyclopentapyrimidine-2,4-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 83 percent / toluene / Heating 2: 70 percent / aq. NaOH / Heating View Scheme

Ethyl 2-amino-1-cyclopentene-1-carboxylate Chemical Properties

Molecular structure of Ethyl 2-amino-1-cyclopentene-1-carboxylate (CAS NO.7149-18-0) is:

Product Name: Ethyl 2-amino-1-cyclopentene-1-carboxylate
CAS Registry Number: 7149-18-0
IUPAC Name: Ethyl 2-aminocyclopentene-1-carboxylate
Molecular Weight: 155.19432 [g/mol]
Molecular Formula: C₈H₁₃NO₂
XLogP3-AA: 1.3
H-Bond Donor: 1
H-Bond Acceptor: 3
Melting Point: 57-60 °C
Water Solubility: soluble
Index of Refraction: 1.51
Molar Refractivity: 41.79 cm³
Molar Volume: 139.6 cm³
Surface Tension: 42.2 dyne/cm
Density: 1.111 g/cm³
Flash Point: 124.3 °C
Enthalpy of Vaporization: 49.99 kJ/mol
Boiling Point: 262.1 °C at 760 mmHg
Vapour Pressure: 0.0111 mmHg at 25 °C

Ethyl 2-amino-1-cyclopentene-1-carboxylate Safety Profile

Safty information about Ethyl 2-amino-1-cyclopentene-1-carboxylate (CAS NO.7149-18-0) is:
Hazard Codes: Harmful Xn
Risk Statements: 36/37/38-22
R36/37/38:Irritating to eyes, respiratory system and skin.
R22:Harmful if swallowed.
Safety Statements: 36/37/39-26
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

Ethyl 2-amino-1-cyclopentene-1-carboxylate Specification

Ethyl 2-amino-1-cyclopentene-1-carboxylate , its cas register number is 7149-18-0. It also can be called 1-Cyclopentene-1-carboxylicacid, 2-amino-, ethyl ester .It is a light yellow crystalline powder.

Product Name

Ethyl 2-amino-1-cyclopentene-1-carboxylate

Synthetic route

Ethyl 2-amino-1-cyclopentene-1-carboxylate Chemical Properties

Ethyl 2-amino-1-cyclopentene-1-carboxylate Safety Profile

Ethyl 2-amino-1-cyclopentene-1-carboxylate Specification

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