Cinnamic acid, hydrazide

Base Information

• Chemical Name: Cinnamic acid, hydrazide
• CAS No.: 3538-69-0
• Molecular Formula: C9H10N2O
• Molecular Weight: 162.191
• NSC Number: 57664
• Nikkaji Number: J1.579.946C,J657.547A
• Wikidata: Q76304946
• ChEMBL ID: CHEMBL122400
• Mol file: 3538-69-0.mol

Synonyms:CINNAMIC ACID, HYDRAZIDE;Cinnamoylhydrazine;Cinnamoyl hydrazide;3538-69-0;3-Phenyl-2-propenoic acid hydrazide;(E)-3-phenylprop-2-enehydrazide;BRN 2207380;2-Propenoic acid, 3-phenyl-, hydrazide;AI3-62695;2-Propenoic acid, 3-phenyl-, hydrazide (9CI);4-09-00-02028 (Beilstein Handbook Reference);Cinnamohydrazide;Benzeneacrylic acid hydrazide;trans-cinnamic acid hydrazide;SCHEMBL459242;SCHEMBL459244;CHEMBL122400;3-Phenyl-acrylic acid hydrazide;NSC57664;NSC 57664;NSC-57664;AKOS022504915;LS-54109

Chemical Property of Cinnamic acid, hydrazide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.158g/cm³
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 162.079312947
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)NN
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)NN

Technology Process of Cinnamic acid, hydrazide

There total 22 articles about Cinnamic acid, hydrazide 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: 97.0%

(E)-3-phenylacrylic acid (140-10-3) → (E)-3-phenylacryloylhydrazide (3538-69-0)

Guidance literature:

(E)-3-phenylacrylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile; at 20 ℃; for 2h;

With hydrazine; cyclohexene; In acetonitrile; at 0 - 10 ℃; Further stages.;

DOI:10.1021/jo026288n

Reference yield: 85.0%

Cinnamic acid (621-82-9) → 3-phenylacrylic acid hydrazide (3538-69-0)

Guidance literature:

Cinnamic acid; With dicyclohexyl-carbodiimide; In acetonitrile; at 0 - 20 ℃;

With benzotriazol-1-ol; In acetonitrile; at 0 - 20 ℃;

With hydrazine hydrate; In acetonitrile; at 0 - 20 ℃; for 5h;

Reference yield: 82.0%

N-cyclohexyl-N-(cyclohexylcarbamoyl)cinnamamide (40886-81-5) → 3-phenylacrylic acid hydrazide (3538-69-0)

Guidance literature:

With hydrazine hydrate; In acetonitrile; at 0 - 20 ℃; for 6h;

upstream raw materials:

cyanomethyl cinnamate

Cinnamic acid

ethyl 3-phenyl-2-propenoate

(carbonic acid ethyl ester)-cinnamic acid-anhydride

Downstream raw materials:

3-Amino-5-oxo-7-phenyl-1-thioxo-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-2-carboxylic acid ethyl ester

(E)-N'-(pyridin-2-yl)cinnamic hydrazide

N-(2-Chlor-benzyliden)-N'-cinnamoyl-hydrazin

N'-benzylidene-3-phenylacrylohydrazide

Refernces

• 1、 Dzhumadullaeva,Baeshov. "Ion-exchange resin catalysts in the liquid-phase hydrazinolysis of cinnamic acid". . p. 24 - 27. Retrieved 2017.
• 2、 -. "ANTIMICROBIAL AGENTS AND COMPOSITIONS AND USES THEREOF". Paragraph 0256-0257. . Retrieved 2021/04/01.
• 3、 Do Nascimento, Mayara S. S.,Camara, Vitória R. F.,da Costa, Juliana S.,Barbosa, Juliana M. C.,Lins, Alessandra S. M.,Salom?o, Kelly,de Castro, Solange L.,Carvalho, Samir A.,da Silva, Edson F.,Fraga, Carlos A. M.. "Identification of novel functionalized carbohydrazonamides designed as chagas disease drug candidates". . p. 774 - 783. Retrieved 2020/08/19.