Ethyl 3-aminocrotonate supplier

Name
Ethyl 3-aminocrotonate
EINECS 230-782-0
CAS No. 626-34-6
Article Data84
CAS DataBase
Density 1.007 g/cm³
Solubility Soluble in water (26 g/L) (25°C).
Melting Point 33-35 °C(lit.)
Formula C₆H₁₁NO₂
Boiling Point 212.5 °C at 760 mmHg
Molecular Weight 129.159
Flash Point 97.2 °C
Transport Information UN 3263 8/PG 2
Appearance liquid
Safety 26-27-28-36/37/39-45
Risk Codes 34-36/37
Molecular Structure
Hazard Symbols C
Synonyms 2-butenoic acid, 3-amino-, ethyl ester;
PSA 52.32000
LogP 1.11230

Synthetic route

: 141-97-9
ethyl acetoacetate

: 626-34-6
ethyl 3-aminobut-2-enoate

Conditions

Conditions	Yield
With ammonium carbamate In methanol at 20℃; for 1.5h;	100%
With ammonia; silica gel at 20℃; for 4h;	99%
With ammonium hydroxide; montmorillonite K-10 for 24h; Ambient temperature;	90%

: 115479-07-7
2-Acetyl-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-3-oxo-nonanoic acid ethyl ester

A: 2358-22-7
tridecafluoroheptamide

B: 626-34-6
ethyl 3-aminobut-2-enoate

Conditions

Conditions	Yield
With ammonia In water at -20 - 20℃; for 3h;	A 95% B n/a

: 116206-91-8
2-Acetyl-4,4,5,5-tetrafluoro-3-oxo-pentanoic acid ethyl ester

A: 2069-86-5
3-hydro-2,2,3,3-tetrafluoropropionamide

B: 626-34-6
ethyl 3-aminobut-2-enoate

Conditions

Conditions	Yield
With ammonia In water at -20 - 20℃; for 3h;	A 83% B n/a

: 141-97-9
ethyl acetoacetate

: 74-89-5
methylamine

: 626-34-6
ethyl 3-aminobut-2-enoate

Conditions

Conditions	Yield
at 20℃;	76%

: 105-36-2
ethyl bromoacetate

: 75-05-8
acetonitrile

: 626-34-6
ethyl 3-aminobut-2-enoate

Conditions

Conditions	Yield
With zinc(II) oxide; zinc In tetrahydrofuran for 2h; Irradiation; sonochemical reaction;	67%

: 141-97-9
ethyl acetoacetate

: 67-68-5
dimethyl sulfoxide

A: 1149-23-1
diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

B: 1149-24-2
2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester

C: 626-34-6
ethyl 3-aminobut-2-enoate

Conditions

Conditions	Yield
With ammonium acetate at 115℃; for 10h; Sealed tube;	A 17% B 12% C 50%

...Expand

: 626-34-6, 7318-00-5, 41867-20-3
ethyl aminocrotonate

: 626-34-6
ethyl 3-aminobut-2-enoate

Conditions

Conditions	Yield
With ammonium acetate In ethanol at 20℃; for 60h; Inert atmosphere; Schlenk technique;

: 14377-18-5
1-(4-methylphenyl)prop-2-yn-1-one

: 626-34-6
ethyl 3-aminobut-2-enoate

: 271597-75-2
ethyl 2-methyl-6-(4-tolyl)pyridine-3-carboxylate

Conditions

Conditions	Yield
Stage #1: 1-(4-methylphenyl)prop-2-yn-1-one; ethyl 3-aminobut-2-enoate In ethanol at 50℃; Addition; Stage #2: at 125℃; for 1h; Cyclization; Further stages.;	100%

: 626-34-6
ethyl 3-aminobut-2-enoate

: 3623-15-2
phenyl propargyl ketone

: 1702-14-3
ethyl 2-methyl-6-phenylnicotinate

Conditions

Conditions	Yield
In acetic acid; toluene at 170℃; for 0.166667h; Product distribution; Further Variations:; Solvents; microwave irradiation; Bohlmann-Rahtz synthesis;	98%

: 13089-11-7
methyl 3,3,3-trifluoropyruvate

: 626-34-6
ethyl 3-aminobut-2-enoate

: 1-ethyl 6-methyl 3-amino-5-hydroxy-5-(trifluoromethyl)-2-hexendicarboxylate

Conditions

Conditions	Yield
at 20℃; for 2h; Neat (no solvent);	98%

: 13089-11-7
methyl 3,3,3-trifluoropyruvate

: 626-34-6
ethyl 3-aminobut-2-enoate

: 1225583-56-1
ethyl [4-hydroxy-5-oxo-4-(trifluoromethyl)pyrrolidin-2-ylidene]acetate

Conditions

Conditions	Yield
at 20℃; for 2h; Neat (no solvent);	98%

: 626-34-6
ethyl 3-aminobut-2-enoate

: 271597-73-0
1-(2-thiazolyl)propynone

: ethyl 2-methyl-6-(thiazol-2-yl)pyridine-3-carboxylate

Conditions

Conditions	Yield
Stage #1: ethyl 3-aminobut-2-enoate; 1-(2-thiazolyl)propynone In ethanol at 50℃; Addition; Stage #2: at 125℃; for 1h; Cyclization; Further stages.;	97%

: 3556-76-1, 124413-92-9, 53256-22-7
ethyl (2Z)-3-phenyl-3-(phenylamino)prop-2-enoate

: 626-34-6
ethyl 3-aminobut-2-enoate

: 3,4-diethoxycarbonyl-2-methyl-1,5-diphenylpyrrole

Conditions

Conditions	Yield
With tetrabutylammonium hexanitratocerate(IV) In chloroform	96%

: 141-97-9
ethyl acetoacetate

: 626-34-6
ethyl 3-aminobut-2-enoate

: 140397-46-2
(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)methanal

: 421554-00-9
diethyl 4-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate

Conditions

Conditions	Yield
With ytterbium(III) triflate In tetrahydrofuran at 90℃; for 12h; Hantzsch cyclocondensation;	95%

...Expand

: 108-31-6
maleic anhydride

: 626-34-6
ethyl 3-aminobut-2-enoate

: 54585-20-5
2-(4-(ethoxycarbonyl)-5-methyl-2-oxo-2,3-dihydro-1H-pyrrol-3-yl)acetic acid

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 0.5h;	95%

: 626-34-6
ethyl 3-aminobut-2-enoate

: 105-45-3
acetoacetic acid methyl ester

: 6334-18-5
2,3-dichlorobenzylaldehyde

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

Conditions

Conditions	Yield
Stage #1: ethyl 3-aminobut-2-enoate; acetoacetic acid methyl ester; 2,3-dichlorobenzylaldehyde With piperidine; pyridine In neat (no solvent) at 75 - 80℃; for 9h; Stage #2: With ethanol for 1h; Reagent/catalyst; Solvent; Reflux;	94.3%

...Expand

: 1677-44-7
4-hydroxy-6-methylquinolin-2(1H)-one

: 626-34-6
ethyl 3-aminobut-2-enoate

: 79359-45-8
4,9-Dimethyl-6H-pyrano[3,2-c]quinoline-2,5-dione

Conditions

Conditions	Yield
In nitrobenzene at 200℃; for 1h;	94%

: 1679-36-3
3-hexyn-2-one

: 626-34-6
ethyl 3-aminobut-2-enoate

: Ethyl 2,6-dimethyl-4-ethylpyridine-3-carboxylate

Conditions

Conditions	Yield
In dimethyl sulfoxide at 170℃; for 0.333333h; Bohlmann-Rahtz reaction; microwave irradiation;	94%

: 626-34-6
ethyl 3-aminobut-2-enoate

: 66283-07-6
(Z)-ethyl 3-((4-bromophenyl)amino)-3-phenylacrylate

: 1-(p-bromophenyl)-3,4-diethoxycarbonyl-2-methyl-5-phenylpyrrole

Conditions

Conditions	Yield
With tetrabutylammonium hexanitratocerate(IV) In chloroform	94%

: 626-34-6
ethyl 3-aminobut-2-enoate

: 922-67-8
propynoic acid methyl ester

: 53256-25-0
(2E,4Z)-5-ethyl 1-methyl 4-(1-aminoethylidene)pent-2-enedioate

Conditions

Conditions	Yield
at 110℃; for 10h;	93%
at 108℃; for 3h; Inert atmosphere; Neat (no solvent);	72%
In benzene
In toluene for 36h; Reflux; Inert atmosphere;
In toluene for 16h; Inert atmosphere; Reflux;

: 53256-19-2
ethyl (Z)-3-amino-3-phenylacrylate

: 626-34-6
ethyl 3-aminobut-2-enoate

: 69640-22-8
diethyl 2-methyl-5-phenyl-1H-pyrrole-3,4-dicarboxylate

Conditions

Conditions	Yield
With tetrabutylammonium hexanitratocerate(IV) In acetonitrile at 20℃; for 1h;	92%

: 626-34-6
ethyl 3-aminobut-2-enoate

: 86397-94-6
(Z)-ethyl 3-((4-chlorophenyl)amino)-3-phenylacrylate

: 1-(p-chlorophenyl)-3,4-diethoxycarbonyl-2-methyl-5-phenylpyrrole

Conditions

Conditions	Yield
With tetrabutylammonium hexanitratocerate(IV) In methanol at 20℃;	92%

: 1677-46-9
4-hydroxy-1-methyl-2(1H)-quinolone

: 626-34-6
ethyl 3-aminobut-2-enoate

: 79359-49-2
4,6-dimethyl-5,6-dihydro-2H-pyrano[3,2-c]quinoline-2,5-dione

Conditions

Conditions	Yield
In nitrobenzene at 200℃; for 1h;	91%

: 626-34-6
ethyl 3-aminobut-2-enoate

: 3-chloro-3-(4-nitrophenyl)-prop-2-en-1-ylidenedimethyliminium perchlorate

: 4-[(Z)-2-Chloro-2-(4-nitro-phenyl)-vinyl]-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester

Conditions

Conditions	Yield
In acetic acid for 0.25h; Heating;	91%

: 626-34-6
ethyl 3-aminobut-2-enoate

: (Z)-ethyl 4-(3-ethoxy-3-oxo-1-phenylprop-1-enylamino)benzoate

: 3,4-diethoxycarbonyl-1-(p-ethoxycarbonylphenyl)-2-methyl-5-phenylpyrrole

Conditions

Conditions	Yield
With tetrabutylammonium hexanitratocerate(IV) In chloroform	91%

: 626-34-6
ethyl 3-aminobut-2-enoate

: 117136-22-8
3,4,6-tri-O-benzyl-1,2-dideoxy-2-nitro-D-arabino-hex-1-enopyranose

: 1256092-82-6
(Z)-ethyl 2-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)-3-aminobut-2-enoate

Conditions

Conditions	Yield
at 95℃; for 6h; Michael type addition; neat (no solvent); stereoselective reaction;	91%

: 14558-49-7
tetrahydro-1,3-oxazine

: 626-34-6
ethyl 3-aminobut-2-enoate

: 1149-23-1
diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Conditions

Conditions	Yield
With acetic acid In acetonitrile for 0.1h; Ambient temperature;	90%

: 626-34-6
ethyl 3-aminobut-2-enoate

: 93020-68-9
5-amino-2,4-dihydro-4-<(phenylamino)methylene>-2-phenyl-3H-pyrazole-3-one

: 107183-70-0
3-<<1,5-dihydro-5-oxo-4-<(phenylamino)methylene>-1-phenyl-4H-pyrazole-3-yl>amino>-2-butenoate d'ethyle

Conditions

Conditions	Yield
In acetic acid at 20℃;	90%

: 626-34-6
ethyl 3-aminobut-2-enoate

: 106-51-4
p-benzoquinone

: 7598-91-6
ethyl 5-hydroxy-2-methylindole-3-carboxylate

Conditions

Conditions	Yield
With acetic acid at 15 - 40℃; for 2.5h; Nenitzescu indole synthesis;	90%

: C21H18N2O6

: 626-34-6
ethyl 3-aminobut-2-enoate

: C27H27N3O7

Conditions

Conditions	Yield
With ammonium acetate In ethanol at 85℃; for 2h;	89.2%

: 65413-45-8
2-amino-5,5-dimethyl-3-cyano-4,5-dihydro-7H-thieno<2,3-c>pyran

: 626-34-6
ethyl 3-aminobut-2-enoate

: ethyl (2E)-3-[(3-cyano-5,5-dimethyl-4,7-dihydro-5H-thieno[2,3-c]pyran-2-yl)amino]but-2-enoate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 16h; Reflux;	89%

: 55043-49-7
2-chloro-3,4-dihydro-3-oxo-2H-1,4-benzothiazine

: 626-34-6
ethyl 3-aminobut-2-enoate

: 1030608-86-6
ethyl 3-amino-2-(3-oxo-3,4-dihydro-2H-1,4-benzothiazin-2-yl)but-2-enoate

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 4h; Heating;	87%

: 140217-86-3
1,1-Dioxo-5-N-formyl-2,3,4,5-tetrahydro-[1,5]-benzothiazepine-3-one

: 626-34-6
ethyl 3-aminobut-2-enoate

: 6334-18-5
2,3-dichlorobenzylaldehyde

: 140217-75-0
Ethyl 4-(2,3-dichlorophenyl)-5,5-dioxo-10-formyl-2-methyl-1,4,10,11-tetrahydropyrido[3,2-b][1,5]-benzothiazepine-3-carboxylate

Conditions

Conditions	Yield
In ethanol	86%

...Expand

: 15781-70-1
malonic acid bis-(2,4,6-trichloro-phenyl) ester

: 626-34-6
ethyl 3-aminobut-2-enoate

: 3950-10-5, 70254-48-7, 70254-49-8
4,6-dihydroxy-2-methyl nicotinic acid ethyl ester

Conditions

Conditions	Yield
for 0.833333h; Time; Reflux;	86%

: C15H20O4S

: 141-97-9
ethyl acetoacetate

: 626-34-6
ethyl 3-aminobut-2-enoate

: diethyl 2,6-dimethyl-4-(4-((tosyloxy)methyl)cyclohexyl)-1,4-dihydropyridine-3,5-dicarboxylate

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate In ethylene glycol at 85℃; for 4h; Inert atmosphere;	86%

...Expand

Ethyl 3-aminocrotonate Chemical Properties

Synonyms: Beta-aminocrotonic acid ethyl ester ; Crotonic acid, 3-amino-, ethyl ester ; Ethyl (2e)-3-amino-2-butenoate ; Ethyl 3-amino-2-butenoate ; Ethyl 3-aminocrotonate ; Ethyl (2e)-3-aminobut-2-enoate ; Ethyl beta-aminocrotonate ; Ethyl b-iminobutyratea
CAS: 7318-00-5
MF: C₆H₁₁NO₂
MW: 129.16
EINECS: 230-782-0
mp: 33-35 °C(lit.)
bp: 210-215 °C(lit.)
density: 1.022 g/mL at 25 °C(lit.)
refractive index : 1.5-1.502
Fp: 207 °F
Beilstein/Gmelin: 471284
Appearance: After melting, clear colorless solid
Product Categories: API intermediates
The Molecular Structure of ethyl 3-aminocrotonate (CAS NO.7318-00-5):

Ethyl 3-aminocrotonate Toxicity Data With Reference

RTECS#: CAS# 7318-00-5: None listed
LD50/LC50: RTECS: Not available.
Carcinogenicity: ETHYL 3-AMINOCROTONATE, 98.5% - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.

Ethyl 3-aminocrotonate Safety Profile

Hazard Codes: Corrosive C
Risk Statements: 34-36/37
R34: Causes burns
R36/37: Irritating to eyes and respiratory system
Safety Statements: 26-27-28-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S27: Take off immediately all contaminated clothing
S28: After contact with skin, wash immediately with plenty of soap-suds
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3263 8/PG 2
WGK Germany: 3
First Aid Measures
Ingestion
Do not give anything by mouth to an unconscious person. Seek medical aid. Donotinduce vomiting.Rinse mouth and drink 2-4 cupfuls of milk or WATER if conscious and alert.
Inhalation
Remove from exposure to fresh air right away.Give artificial respiration if not breathing. Give oxygen if breathing is difficult. Seek medical aid .
Skin
Seek medical aid. Flush skin with soap and WATER for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Eyes
Flush eyes with WATER for at least 15 minutes and lift the eyelids occasionally. Seek medical aid.
Personal Protection
Wear appropriate protective eyeglasses, gloves and clothing to prevent exposure.

Ethyl 3-aminocrotonate Specification

Storage
It should be stored in a tightly closed container and in a cool dry area away from incompatible substances.
Handling
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, clothing as well as ingestion and inhalation.
Small spills/leaks
Clean up spills right away while using the suitable protective equipment. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. Provide ventilation.

Product Name

Ethyl 3-aminocrotonate

Synthetic route

Ethyl 3-aminocrotonate Chemical Properties

Ethyl 3-aminocrotonate Toxicity Data With Reference

Ethyl 3-aminocrotonate Safety Profile

Ethyl 3-aminocrotonate Specification

Related Products

Hot Products