Ethyl 3-amino-2-butenoate

Base Information

• Chemical Name: Ethyl 3-amino-2-butenoate
• CAS No.: 41867-20-3
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.159
• European Community (EC) Number: 230-782-0
• DSSTox Substance ID: DTXSID201305312
• Nikkaji Number: J340.540K
• Mol file: 41867-20-3.mol

Synonyms:ethyl (E)-3-aminobut-2-enoate;41867-20-3;7318-00-5;ethyl 3-aminobut-2-enoate;Ethyl 3-amino-2-butenoate;ethyl (2E)-3-aminobut-2-enoate;Crotonic acid, 3-amino-, ethyl ester;EINECS 230-782-0;2-Butenoic acid, 3-amino-, ethyl ester;AI3-07619;2-Butenoic acid, 3-amino-, ethyl ester, (2E)-;.beta.-Aminocrotonic acid ethyl ester;Ethyl .beta.-aminocrotonate;ETHYL3-AMINOCROTONATE;(E)-Ethyl 3-aminobut-2-enoate;Ethyl (2E)-3-amino-2-butenoate;ethyl b-aminocrotonate;SCHEMBL124631;ethyl(E)-3-aminobut-2-enoate;SCHEMBL2076981;DTXSID201305312;NSC 1086;AKOS000119585;AS-62085;BS-44873;(E)-3-Amino-2-butenoic acid ethyl ester;trans-3-amino-but-2-enoic acid ethyl ester;F0749-0017

Chemical Property of Ethyl 3-amino-2-butenoate

Chemical Property:

• Melting Point: 34°C
• Refractive Index: 1.4988 (estimate)
• Boiling Point: 239.22°C (rough estimate)
• PSA: 52.32000
• Density: 1.0219
• LogP: 1.11230
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 129.078978594
• Heavy Atom Count: 9
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

ETHYL-(2E)-3-AMINOBUT-2-ENOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=C(C)N
• Isomeric SMILES: CCOC(=O)/C=C(\C)/N

Technology Process of Ethyl 3-amino-2-butenoate

There total 24 articles about Ethyl 3-amino-2-butenoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

ethyl acetoacetate (141-97-9) → ethyl aminocrotonate (626-34-6,7318-00-5,41867-20-3)

Guidance literature:

With ammonium acetate; In ethanol; at 20 ℃; for 6h;

DOI:10.1016/j.crci.2010.09.009

Reference yield: 65.0%

4-chloro-2H-chromene-3-carboxaldehyde (14063-82-2) + ethyl acetoacetate (141-97-9) → diethyl-4-(4-chloro-2H-chromen-3-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate + ethyl aminocrotonate (626-34-6,7318-00-5,41867-20-3) + ethyl 2-methyl-5H-chromeno[3,4-c]pyridine-1-carboxylate

Guidance literature:

With ammonium acetate; In methanol; at 20 ℃;

DOI:10.1080/00397911.2019.1631850

Reference yield: 28.0%

ethyl acetoacetate (141-97-9) + 4-methoxy-benzaldehyde (123-11-5) → C14H17NO3 (1309978-19-5) + ethyl aminocrotonate (626-34-6,7318-00-5,41867-20-3)

Guidance literature:

With ammonium acetate; In ethanol; at 20 ℃; for 6h;

DOI:10.1016/j.crci.2010.09.009

upstream raw materials:

Ethyl 2-butynoate

ethyl acetoacetate

E-Ethyl β-chlorocrotonate

ethanol

Downstream raw materials:

ethyl (Z)-β-acetylaminobut-2-enoate

methyl (E)-3-acetamido-2-butenoate

(E)-ethyl 2-acetyl-3-aminobut-2-enoate

7-amino-4-methyl-1,8-naphthyridin-2(1H)-one

Refernces

• 1、 Safaei-Ghomi, Javad,Kalhor, Sima,Shahbazi-Alavi, Hossein,Asgari-Kheirabadi, Mehrnoosh. "Three-component synthesis of cyclic β-aminoesters using CeO2 nanoparticles as an efficient and reusable catalyst". . p. 843 - 849. Retrieved 2015.
• 2、 Hosseininasab, Fatemeh Sadat,Memarian, Hamid Reza. "Efficient synthesis of decahydroacridine-1,8-diones and polyhydroquinolines using the step-wise method". . . Retrieved 2022/01/11.
• 3、 Han, Chunyu,Tian, Xianhai,Zhang, Huili,Rominger, Frank,Hashmi, A. Stephen K.. "Tetrasubstituted 1,3-Enynes by Gold-Catalyzed Direct C(sp2)-H Alkynylation of Acceptor-Substituted Enamines". supporting information. p. 4764 - 4768. Retrieved 2021/06/30.