Isopropyl 3-aminocrotonate supplier

Name
Isopropyl 3-aminocrotonate
EINECS
CAS No. 14205-46-0
Article Data16
CAS DataBase
Density 0.987g/cm³
Solubility
Melting Point 19-23 ºC
Formula C7H13 N O2
Boiling Point 254.3°Cat760mmHg
Molecular Weight 143.186
Flash Point 91.2°C
Transport Information
Appearance
Safety Moderately toxic by ingestion. Low toxicity by inhalation. A mild skin and eye irritant. When heated to decomposition it emits toxic vapors of NO_x.
Risk Codes
Molecular Structure
Hazard Symbols Moderately toxic by ingestion. Low toxicity by inhalation. A mild skin and eye irritant.
Synonyms Crotonicacid, 3-amino-, isopropyl ester (8CI); 1-Methylethyl 3-amino-2-butenoate;1-Methylethyl 3-aminocrotonate; 3-Aminocrotonic acid isopropyl ester; Isopropyl3-amino-2-butenoate; Isopropyl 3-aminocrotonate; Isopropyl b-aminocrotonate
PSA 52.32000
LogP 1.50080

Synthetic route

: 542-08-5
isopropyl acetoacetate

: 14205-46-0
isopropyl 3-aminocrotonate

Conditions

Conditions	Yield
With ammonium acetate In ethanol for 24h; Reflux;	100%
With ammonia In water at 25℃; for 3h; Temperature; Reagent/catalyst;	91.7%
With ammonium hydroxide; ammonium acetate at -5 - 5℃; for 18h;	86%

: 14205-46-0
isopropyl 3-aminocrotonate

: 99-61-6
3-nitro-benzaldehyde

: 65193-87-5
2-cyanoethylacetoacetate

: 74936-70-2
3-(2-cyanoethyl) 5-isopropyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate

Conditions

Conditions	Yield
In isopropyl alcohol Inert atmosphere; Reflux;	95%

...Expand

: 14205-46-0
isopropyl 3-aminocrotonate

: C26H23N3O5

: 123524-52-7
azelnidipine

Conditions

Conditions	Yield
With sodium methylate In ethanol for 6h; Reflux;	89%

: 14205-46-0
isopropyl 3-aminocrotonate

: 77063-21-9
4-(4-chlorophenyl)-1,1,1-trifluorobut-3-yn-2-one

: isopropyl 4-(4-chlorophenyl)-2-methyl-6-(trifluoromethyl)nicotinate

Conditions

Conditions	Yield
With zinc dibromide In toluene at 110℃; for 8h; Bohlmann-Rahtz Pyridine Synthesis;	82%

: 14205-46-0
isopropyl 3-aminocrotonate

: 78-94-4
methyl vinyl ketone

: 2-propyl 2,6-dimethylpyridine-3-carboxylate

Conditions

Conditions	Yield
In toluene at 120℃; for 3h; Sealed tube;	81%

: 14205-46-0
isopropyl 3-aminocrotonate

: 1147550-11-5
ammonium thiocyanate

: (E)-isopropyl 3-amino-2-thiocyanatobut-2-enoate

Conditions

Conditions	Yield
With dihydrogen peroxide In water at 20℃;	81%

: 14205-46-0
isopropyl 3-aminocrotonate

: 39561-90-5
2-[1-(2-Fluoro-phenyl)-meth-(Z)-ylidene]-3-oxo-butyric acid methyl ester

: 1,4-dihydro-4-(2-fluorophenyl)-2,6-dimethyl-3-methoxycarbonyl-5-isopropoxycarbonylpyridine

Conditions

Conditions	Yield
In ethanol Heating;	80%

: 1121-60-4
pyridine-2-carbaldehyde

: 10230-68-9
1-nitro-2-propanone

: 14205-46-0
isopropyl 3-aminocrotonate

: 1,4-dihydro-2,6-dimethyl-3-nitro-4-(pyridine-2-yl)-5-pyridinecarboxylic acid isopropyl ester

Conditions

Conditions	Yield
In ethanol for 12h; Heating;	79%

...Expand

: 4-(4-methylphenyl)-1,1,1-trifluorobut-3-yn-2-one

: 14205-46-0
isopropyl 3-aminocrotonate

: isopropyl 2-methyl-4-(p-tolyl)-6-(trifluoromethyl)nicotinate

Conditions

Conditions	Yield
With zinc dibromide In toluene at 110℃; for 8h; Bohlmann-Rahtz Pyridine Synthesis;	79%

: 20000-96-8
5-(2-nitrophenyl)-2-furaldehyde

: 14205-46-0
isopropyl 3-aminocrotonate

: 126-81-8
dimedone

: 111400-15-8
2,7,7-Trimethyl-4-[5-(2-nitro-phenyl)-furan-2-yl]-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid isopropyl ester

Conditions

Conditions	Yield
In methanol; acetic acid for 2h; Heating;	77%

...Expand

: 14205-46-0
isopropyl 3-aminocrotonate

: 117710-72-2
1,1-difluoro-4-phenyl-3-butyn-2-one

: iso-propyl 6-(difluoromethyl)-2-methyl-4-phenylnicotinate

Conditions

Conditions	Yield
With zinc dibromide In toluene at 110℃; for 6h;	75%

: 500-22-1
3-pyridinecarboxaldehyde

: 10230-68-9
1-nitro-2-propanone

: 14205-46-0
isopropyl 3-aminocrotonate

: 2',6'-Dimethyl-5'-nitro-1',4'-dihydro-[3,4']bipyridinyl-3'-carboxylic acid isopropyl ester

Conditions

Conditions	Yield
In ethanol for 12h; Heating;	71%

...Expand

: 10230-68-9
1-nitro-2-propanone

: 54087-03-5
6-chloropyridine-2-carboxaldehyde

: 14205-46-0
isopropyl 3-aminocrotonate

: 6-chloro-2',6'-dimethyl-5'-nitro-1',4'-dihydro-[2,4']bipyridinyl-3'-carboxylic acid isopropyl ester

Conditions

Conditions	Yield
In ethanol a) 25 deg C, 1 h, b) reflux, 16 h;	71%

...Expand

: 623-86-9
acetoxy-acetic acid ethyl ester

: 14205-46-0
isopropyl 3-aminocrotonate

: 89-98-5
2-chloro-benzaldehyde

: 3-ethyl 5-isopropyl 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Conditions

Conditions	Yield
Hantzsch Dihydropyridine Synthesis; Darkness; Reflux;	71%

...Expand

: 14205-46-0
isopropyl 3-aminocrotonate

: 58518-08-4
1,1,1-trifluoro-4-phenylbut-3-yn-2-one

: isopropyl 2-methyl-4-phenyl-6-(trifluoromethyl)nicotinate

Conditions

Conditions	Yield
With zinc dibromide In toluene at 110℃; for 8h; Bohlmann-Rahtz Pyridine Synthesis;	68%

: 13148-43-1
5-(3-nitrophenyl)furfural

: 14205-46-0
isopropyl 3-aminocrotonate

: 126-81-8
dimedone

: 111400-16-9
2,7,7-Trimethyl-4-[5-(3-nitro-phenyl)-furan-2-yl]-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid isopropyl ester

Conditions

Conditions	Yield
In methanol; acetic acid for 2h; Heating;	65%

...Expand

: 872-85-5
pyridine-4-carbaldehyde

: 10230-68-9
1-nitro-2-propanone

: 14205-46-0
isopropyl 3-aminocrotonate

: 2,6-Dimethyl-5-nitro-1,4-dihydro-[4,4']bipyridinyl-3-carboxylic acid isopropyl ester

Conditions

Conditions	Yield
In ethanol for 12h; Heating;	64%

...Expand

acetyl acetic acid-3-[N-(1,2-benzisothiazolyl-3(2H)one-1,1-dioxide)]-propylester: acetyl acetic acid-3-[N-(1,2-benzisothiazolyl-3(2H)one-1,1-dioxide)]-propylester

: 14205-46-0
isopropyl 3-aminocrotonate

: 99-61-6
3-nitro-benzaldehyde

: 136941-66-7
2,6-Dimethyl-5-isopropoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid-3-[N-(1,2-benzisothiazolyl-3(2H)one-1,1-dioxide)]-propylester

Conditions

Conditions	Yield
In ethanol	64%

...Expand

: 14205-46-0
isopropyl 3-aminocrotonate

: 75530-13-1, 75571-91-4
4,4-Dimethoxy-3-oxo-2-[1-(2-trifluoromethyl-phenyl)-meth-(E)-ylidene]-butyric acid methyl ester

: 75530-35-7
2-Dimethoxymethyl-6-methyl-4-(2-trifluoromethyl-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 5-isopropyl ester 3-methyl ester

Conditions

Conditions	Yield
at 95 - 120℃; for 8.5h;	63.2%

: 14205-46-0
isopropyl 3-aminocrotonate

: 2-(2-difluoromethoxybenzylidene)indandione-1,3

: 4-(2-Difluoromethoxy-phenyl)-2-methyl-5-oxo-4,5-dihydro-1H-indeno[1,2-b]pyridine-3-carboxylic acid isopropyl ester

Conditions

Conditions	Yield
With acetic acid for 0.0833333h; Heating;	63.2%

: C16H14ClNO2S

: 14205-46-0
isopropyl 3-aminocrotonate

: 1076202-66-8
C23H23ClN2O3S

Conditions

Conditions	Yield
In methanol modified Hantzsch synthesis; Reflux; Darkness;	63%

: 542-08-5
isopropyl acetoacetate

: 14205-46-0
isopropyl 3-aminocrotonate

: 79676-69-0
o-Difluoromethylthiobenzaldehyde

: 110525-41-2
2,6-Dimethyl-3,5-di(isopropoxycarbonyl)-4-(o-difluoromethylthiophenyl)-1,4-dihydropyridine

Conditions

Conditions	Yield
In isopropyl alcohol for 10h; Heating;	62%

...Expand

: 500-22-1
3-pyridinecarboxaldehyde

: 13616-38-1
5-(2-Oxopropyl)-1H-tetrazole

: 14205-46-0
isopropyl 3-aminocrotonate

: Isopropyl 1,4-dihydro-2,6-dimethyl-4-(3-pyridinyl)-5-(1H-tetrazol-5-yl)-3-pyridinecarboxylate

Conditions

Conditions	Yield
In ethanol for 14h; Heating;	62%

...Expand

: 14205-46-0
isopropyl 3-aminocrotonate

: 874-05-5
3-aminoindazole

: isopropyl 1-amino-3-methylisoquinoline-4-carboxylate

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; copper diacetate; caesium carbonate In decane; acetonitrile at 60℃; for 20h; Sealed tube; Inert atmosphere;	61%

: 14205-46-0
isopropyl 3-aminocrotonate

: 75530-09-5, 75530-10-8
2-[1-(2-Chloro-phenyl)-meth-(E)-ylidene]-4,4-dimethoxy-3-oxo-butyric acid methyl ester

: 75530-34-6
4-(2-Chloro-phenyl)-2-dimethoxymethyl-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 5-isopropyl ester 3-methyl ester

Conditions

Conditions	Yield
at 95 - 120℃; for 8.5h;	59.3%

: 1121-60-4
pyridine-2-carbaldehyde

: 13616-38-1
5-(2-Oxopropyl)-1H-tetrazole

: 14205-46-0
isopropyl 3-aminocrotonate

: Isopropyl 1,4-dihydro-2,6-dimethyl-4-(2-pyridinyl)-5-(1H-tetrazol-5-yl)-3-pyridinecarboxylate

Conditions

Conditions	Yield
In ethanol for 14h; Heating;	59%

...Expand

: C16H14ClNO2S

: 14205-46-0
isopropyl 3-aminocrotonate

: 1076202-60-2
C23H23ClN2O3S

Conditions

Conditions	Yield
In methanol modified Hantzsch synthesis; Reflux; Darkness;	58%

: 14205-46-0
isopropyl 3-aminocrotonate

: 67448-12-8
4,4-Dimethoxy-2-[1-(2-nitro-phenyl)-meth-(E)-ylidene]-3-oxo-butyric acid methyl ester

: 67448-14-0
isopropyl 2-dimethoxymethyl-3-methoxycarbonyl-6-methyl-4-(2-nitrophenyl)-1,4-dihydropyridine-5-carboxylate

Conditions

Conditions	Yield
at 95 - 120℃; for 8.5h;	56.8%

: 17626-51-6
1,4-dioxoquinoxaline-2-carboxaldehyde

: 14205-46-0
isopropyl 3-aminocrotonate

: 105-45-3
acetoacetic acid methyl ester

: 138970-01-1
4-(1,4-Dioxy-quinoxalin-2-yl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-isopropyl ester 5-methyl ester

Conditions

Conditions	Yield
In methanol for 3h; Heating;	55%

...Expand

: 14205-46-0
isopropyl 3-aminocrotonate

: 555-16-8
4-nitrobenzaldehdye

: 95399-93-2
methyl 4-fluoro-3-oxo-butanoate

: 117772-23-3
3-methyl 5-(1-methylethyl) 2-(fluoromethyl)-1,4-dihydro-6-methyl-4-(4-nitrophenyl)pyridine-3,5-dicarboxylate

Conditions

Conditions	Yield
In tert-butyl alcohol at 60℃; for 72h;	55%

...Expand

Isopropyl 3-aminocrotonate Chemical Properties

Chemical Name: Isopropyl 3-aminocrotonate
CAS No.: 14205-46-0
Molecular Formula: C₇H₁₃NO₂
Molecular Weight: 143.18 g/mol
Melting Point: 19-23°C
Density: 0.987 g/cm³
Flash Point: 91.2 °C
Boiling Point: 254.3 °C at 760 mmHg
Following is the structure of Isopropyl 3-aminocrotonate (14205-46-0):

Product Categories about Isopropyl 3-aminocrotonate (14205-46-0) are Miscellaneous Reagents
The chemical synonymous of Isopropyl 3-aminocrotonate (14205-46-0) are Isopropyl 3-Aminocrotonate ; 3-Aminocrotonic acid isopropyl ester ; 3-Amino-but-2-enoic acid isopropyl ester ; 1-Methylethyl3-amino-2-butenoate ; 1-Methylethyl3-aminocrotonate ; 3-Amino-2-butenoicaci1-methylethylester ; 3-Amino-crotonicaciisopropylester ; Isopropyl3-amino-2-butenoate

Isopropyl 3-aminocrotonate Uses

Isopropyl 3-aminocrotonate (14205-46-0) is mainly used as Nimodipine intermediates.

Isopropyl 3-aminocrotonate Toxicity Data With Reference

1.	skn-rbt 500 µL/4H MLD	IJTOFN International Journal of Toxicology. 16 (Suppl 2)(1997),12.
2.	eye-rbt 100 µL/24H MLD	IJTOFN International Journal of Toxicology. 16 (Suppl 2)(1997),12.
3.	orl-rat LD50:>2 g/kg	IJTOFN International Journal of Toxicology. 16 (Suppl 2)(1997),12.
4.	ihl-rat LC50:>6064 mg/m3/4H	IJTOFN International Journal of Toxicology. 16 (Suppl 2)(1997),12.

Isopropyl 3-aminocrotonate Safety Profile

Moderately toxic by ingestion. Low toxicity by inhalation. A mild skin and eye irritant. When heated to decomposition it emits toxic vapors of NO_x.

Product Name

Isopropyl 3-aminocrotonate

Synthetic route

Isopropyl 3-aminocrotonate Chemical Properties

Isopropyl 3-aminocrotonate Uses

Isopropyl 3-aminocrotonate Toxicity Data With Reference

Isopropyl 3-aminocrotonate Safety Profile

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