7-(Diethylamino)coumarin-3-carbohydrazide

Base Information

• Chemical Name: 7-(Diethylamino)coumarin-3-carbohydrazide
• CAS No.: 100343-98-4
• Molecular Formula: C14H17 N3 O3
• Molecular Weight: 275.307
• Hs Code.: 29322090
• European Community (EC) Number: 635-183-1
• DSSTox Substance ID: DTXSID90143192
• Nikkaji Number: J2.267.332G
• Wikidata: Q83006944
• ChEMBL ID: CHEMBL4754071
• Mol file: 100343-98-4.mol

Synonyms:7-diethylaminocoumarin-3-carbohydrazide;7-diethylaminocoumarin-3-carbonylhydrazide;DACCH

Chemical Property of 7-(Diethylamino)coumarin-3-carbohydrazide

Chemical Property:

• Melting Point: 162-165 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
• Refractive Index: 1.621
• PKA: 10.95 ± 0.20, most acidic, temperature: 25 °C; 3.01 ± 0.20, most basic(at 25℃)
• PSA: 88.57000
• Density: 1.29 g/cm³
• LogP: 2.33390
• Solubility.: DMF: soluble
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 275.12699141
• Heavy Atom Count: 20
• Complexity: 418

Purity/Quality:

99% ^*data from raw suppliers

7-(Diethylamino)coumarin-3-carbohydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCN(CC)C1=CC2=C(C=C1)C=C(C(=O)O2)C(=O)NN
• Uses: Derivatizing agent for carboxylic acid detection. 7-(Diethylamino)coumarin-3-carbohydrazide is derivatizing agent for detection of carboxylic acids.

Technology Process of 7-(Diethylamino)coumarin-3-carbohydrazide

There total 5 articles about 7-(Diethylamino)coumarin-3-carbohydrazide 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: 85.0%

ethyl 7-diethylaminocoumarin-3-carboxylate (28705-46-6) → 7-diethylaminocoumarin-3-carboxylic acid, hydrazide (100343-98-4)

Guidance literature:

With hydrazine hydrate; In ethanol; at 0 - 20 ℃;

DOI:10.1021/jacs.9b03844

Reference yield: 45.0%

methyl 7-(diethylamino)-2-oxo-2H-chromene-3-carboxylate (115948-29-3) → 7-diethylaminocoumarin-3-carboxylic acid, hydrazide (100343-98-4)

Guidance literature:

With hydrazine hydrate; In ethanol; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2015.07.023

Reference yield:

ethyl 7-diethylaminocoumarin-3-carboxylate (28705-46-6) + hydrazine hydrate (7803-57-8,79785-97-0) → 7-diethylaminocoumarin-3-carboxylic acid, hydrazide (100343-98-4)

Guidance literature:

In ethanol; at 20 ℃; for 0.2h;

upstream raw materials:

ethyl 7-diethylaminocoumarin-3-carboxylate

4-(Diethylamino)salicylaldehyde

methyl 7-(diethylamino)-2-oxo-2H-chromene-3-carboxylate

hydrazine hydrate

Downstream raw materials:

C₂₇H₃₃BN₄O₅S

C₂₇H₃₁BN₄O₅

C₂₁H₂₂N₄O₃S

7-diethylamino-3-(5-phenyl-[1,3,4]thiadiazol-2-yl)-chromen-2-one

Refernces

• 1、 Cao, Duanlin,Han, Xinghua,Hu, Zhiyong,Li, Shengling,Li, Zhichun,Ma, Wenbing,Meng, Xianjiao,Yuan, Changchun,Zhou, Tao. "A novel schiff base fluorescent probe based on coumarin and benzothiazole for sequential detection of Al3+ and PPi and its applicability in live cell imaging". . . Retrieved 2020.
• 2、 He, Guangjie,Liu, Xiangli,Xu, Jinhe,Ji, Liguo,Yang, Linlin,Fan, Aiying,Wang, Songjun,Wang, Qingzhi. "Synthesis and application of a highly selective copper ions fluorescent probe based on the coumarin group". . p. 116 - 120. Retrieved 2018.
• 3、 Li, Chao-rui,Qin, Jing-can,Wang, Bao-dui,Bai, Xue,Yang, Zheng-yin. "Fluorescence chemosensor properties of two coumarin-based compounds for environmentally and biologically important Al3+ ion". . p. 141 - 149. Retrieved 2017.
• 4、 Li, Yongjie,Pan, Wenhao,Zheng, Chunhong,Pu, Shouzhi. "A diarylethene derived Fe3+ fluorescent chemosensor and its application in wastewater analysis". . . Retrieved 2020.
• 5、 Liu, Cong,Tian, Limei,Liu, Kui,Xue, Jia,Fan, Long,Li, Tianrong,Yang, Zheng-yin. "A chromone derivative as a colorimetric and “ON-OFF-ON” fluorescent probe for highly sensitive and selective detection of Cu2+ and S2?". . . Retrieved 2021.
• 6、 Meng, Xianjiao,Cao, Duanlin,Hu, Zhiyong,Han, Xinghua,Li, Zhichun,Ma, Wenbing. "A highly sensitive and selective chemosensor for Pb2+ based on quinoline-coumarin". . p. 33947 - 33951. Retrieved 2018.
• 7、 Ji, Hong,Tan, Yaling,Gan, Nana,Zhang, Jing,Li, Shannuo,Zheng, Xuan,Wang, Zhaohua,Yi, Wei. "Synthesis and anticancer activity of new coumarin-3-carboxylic acid derivatives as potential lactate transport inhibitors". . . Retrieved 2020/12/02.
• 8、 -. "Compound capable of emitting white light and preparation method thereof". Paragraph 0021-0024. . Retrieved 2021/10/16.