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Cas Database

100343-98-4

100343-98-4

Identification

  • Product Name:2H-1-Benzopyran-3-carboxylicacid, 7-(diethylamino)-2-oxo-, hydrazide

  • CAS Number: 100343-98-4

  • EINECS:

  • Molecular Weight:275.307

  • Molecular Formula: C14H17 N3 O3

  • HS Code:29322090

  • Mol File:100343-98-4.mol

Synonyms:7-Diethylaminocoumarin-3-carboxylicacid hydrazide;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Price
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  • Purchase
  • Manufacture/Brand:TRC
  • Product Description:7-(Diethylamino)coumarin-3-carbohydrazide
  • Packaging:25mg
  • Price:$ 130
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:7-(Diethylamino)coumarin-3-carbohydrazide
  • Packaging:50mg
  • Price:$ 210
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:7-(Diethylamino)coumarin-3-carbohydrazide BioReagent, suitable for fluorescence, ≥95% (HPCE)
  • Packaging:25 mg
  • Price:$ 204
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:7-(Diethylamino)coumarin-3-carbohydrazide BioReagent, suitable for fluorescence, ≥95% (HPCE)
  • Packaging:25mg-f
  • Price:$ 198
  • Delivery:In stock
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  • Manufacture/Brand:Chemenu
  • Product Description:7-(DIETHYLAMINO)COUMARIN-3-CARBOHYDRAZIDE 95%
  • Packaging:5g
  • Price:$ 1057
  • Delivery:In stock
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:7-(DIETHYLAMINO)COUMARIN-3-CARBOHYDRAZIDE 95.00%
  • Packaging:5MG
  • Price:$ 497.86
  • Delivery:In stock
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  • Manufacture/Brand:Alichem
  • Product Description:7-(Diethylamino)-2-oxo-2H-chromene-3-carbohydrazide
  • Packaging:5g
  • Price:$ 930.9
  • Delivery:In stock
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  • Manufacture/Brand:Adipogen Life Sciences
  • Product Description:7-(Diethylamino)coumarin-3-carbohydrazide ≥95%(HPCE)
  • Packaging:250 mg
  • Price:$ 949
  • Delivery:In stock
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  • Manufacture/Brand:Adipogen Life Sciences
  • Product Description:7-(Diethylamino)coumarin-3-carbohydrazide ≥95%(HPCE)
  • Packaging:50 mg
  • Price:$ 224
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Relevant articles and documentsAll total 25 Articles be found

FRET-based rhodamine-coumarin conjugate as a Fe3+ selective ratiometric fluorescent sensor in aqueous media

Qin, Jing-Can,Yang, Zheng-Yin,Wang, Guan-Qun,Li, Chao-Rui

, p. 5024 - 5029 (2015)

Abstract In this study, a novel ratiometric fluorescent sensor (HL) for Fe3+ based on the conjugation of rhodamine and coumarin has been designed and synthesized. The free sensor displays fluorescence emission at 475 nm, on the addition of Fe3+ to an aqueous solution of HL, the sensor shows significant fluorescence enhancement at 550 nm which should be attributed to an intramolecular fluorescence resonance energy transfer (FRET) mechanism from coumarin to Rhodamine 6G.

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

Cao, Duanlin,Han, Xinghua,Hu, Zhiyong,Li, Shengling,Li, Zhichun,Ma, Wenbing,Meng, Xianjiao,Yuan, Changchun,Zhou, Tao

, (2020)

In this study, a novel schiff base fluorescent probe (E)-N'-(3-(benzo[d]thiazol-2-yl)-2-hydroxy-5-methylbenzylidene)-7-(diethylamino)-2-oxo-2H-chromene-3-carbohydrazide (CHS) was synthesized for sequential detection of Al3+ and pyrophosphate ions (PPi) in a DMSO/HEPES (4:1 v/v, pH = 7.4) buffer system and characterized by 1H NMR, 13C NMR, ESI-HR-MS and DFT calculation. Its detection limit was determined to be 0.16 μM for Al3+ and 0.18 μM for PPi in a pH range of 4~8, respectively. The Job’ s plot showed that the stoichiometric ratio to Al3+ was 1:1, and CHS-Al3+ showed highly selective recognition of PPi. The sensor CHS could also recognize Al3+ and PPi and exhibited fluorescence enhancement and quenching properties in HeLa cells.

Synthesis of a fluorogenic probe for thiols based on a coumarin schiff base copper complex and its use for the detection of glutathione

He, Guangjie,Li, Jing,Wang, Zhongquan,Liu, Chenxi,Liu, Xiangli,Ji, Liguo,Xie, Chenyan,Wang, Qingzhi

, p. 272 - 277 (2017)

Glutathione is the most abundant non-protein thiols compound in cells and plays important metabolic roles. Changes in the amount of glutathione or its metabolic dysregulation can lead to a series of diseases. The determination of glutathione levels is very helpful to the diagnosis and treatment of the related diseases. A coumarin schiff base (compound 1) was synthesized from coumarin hydrazide and 2,6-pyridine dicarboxaldehyde and the fluorogenic probe for thiols (compound 1-Cu2+) was prepared by coordinating compound 1 with copper ions. Compound 1 showed strong fluorescence, while compound 1-Cu2+hardly had fluorescence due to the paramagnetism and/or photoinduced electron transfer of Cu2+. However, after the addition of thiols-containing compounds, the fluorescence of compound 1 was restored. The UV–vis absorption and fluorescence spectra indicated that the fluorogenic probe had good thiols selectivity and sensitivity, particularly for glutathione in CH3CN:HEPES (3:2, v/v) buffer. It was successfully applied to the fluorescence imaging detection of glutathione in human cervical squamous cancer cells (SiHa cells).

Synthesis and application of a highly selective copper ions fluorescent probe based on the coumarin group

He, Guangjie,Liu, Xiangli,Xu, Jinhe,Ji, Liguo,Yang, Linlin,Fan, Aiying,Wang, Songjun,Wang, Qingzhi

, p. 116 - 120 (2018)

A highly selective copper ions fluorescent probe based on the coumarin-type Schiff base derivative 1 (probe) was produced by condensation reaction between coumarin carbohydrazide and 1H-indazole-3-carbaldehyde. The UV–vis spectroscopy showed that the maximum absorption peak of compound 1 appeared at 439 nm. In the presence of Cu2 + ions, the maximum peak decreased remarkably compared with other physiological important metal ions and a new absorption peak at 500 nm appeared. The job's plot experiments showed that complexes of 1:2 binding mode were formed in CH3CN:HEPES (3:2, v/v) solution. Compound 1 exhibited a strong blue fluorescence. Upon addition of copper ions, the fluorescence gradually decreased and reached a plateau with the fluorescence quenching rate up to 98.73%. The detection limit for Cu2 + ions was estimated to 0.384 ppm. Fluorescent microscopy experiments demonstrated that probe 1 had potential to be used to investigate biological processes involving Cu2 + ions within living cells.

Rapid Optical Determination of Enantiomeric Excess, Diastereomeric Excess, and Total Concentration Using Dynamic-Covalent Assemblies: A Demonstration Using 2-Aminocyclohexanol and Chemometrics

Herrera, Brenden T.,Moor, Sarah R.,McVeigh, Matthew,Roesner, Emily K.,Marini, Federico,Anslyn, Eric V.

, p. 11151 - 11160 (2019)

Optical analysis of reaction parameters such as enantiomeric excess (ee), diastereomeric excess (de), and yield are becoming increasingly useful as assays for differing functional groups become available. These assays typically exploit reversible covalent or noncovalent assemblies that impart optical signals, commonly circular dichroism (CD), that are indicative of the stereochemistry and ee at a stereocenter proximal to the functional group of interest. Very few assays have been reported that determine ee and de when two stereocenters are present, and none have targeted two different functional groups that are vicinal and lack chromophores entirely. Using a CD assay that targets chiral secondary alcohols, a separate CD assay for chiral primary amines, a UV-vis assay for de, and a fluorescence assay for concentration, we demonstrate a work-flow for speciation of the enantiomers and diastereomers of 2-Aminocyclohexanol as a test-bed analyte. Because of the fact the functional groups are vicinal, we found that the ee determination at the two stereocenters is influenced by the adjacent center, and this led us to implement a chemometric patterning approach, resulting in a 4% absolute error in full speciation of the four stereoisomers. The procedure presented herein would allow for the total speciation of around 96 reactions in 27 min using a high-Throughput experimentation routine. While 2-Aminocyclohexanol is used to demonstrate the methods, the general workflow should be amenable to analysis of other stereoisomers when two stereocenters are present.

Fluorescence chemosensor properties of two coumarin-based compounds for environmentally and biologically important Al3+ ion

Li, Chao-rui,Qin, Jing-can,Wang, Bao-dui,Bai, Xue,Yang, Zheng-yin

, p. 141 - 149 (2017)

In this study, two novel coumarin-based compounds called 2-Acetylpyrazine (coumarin-3′-formyl) hydrazone (1) and 2-Acetylpyrazine (7′-diethylaminocoumarin-3′-formyl) hydrazone (2) have been designed, synthesized and characterized. Compound 1 showed higher selectivity and sensitivity for Al3+ over other environmentally and biologically important metal ions than compound 2, and a remarkable enhancement of compound 1 in fluorescence emission intensity at 486?nm with a large red-shift was observed in the presence of Al3+. This phenomenon was attributed to the inhibition of the photoinduced electron-transfer (PET) process upon complexation of 1 with Al3+. Thus, compound 1 could be used as a fluorescent sensor for Al3+.

Synthesis and application of a “turn on” fluorescent probe for glutathione based on a copper complex of coumarin hydrazide Schiff base derivative

He, Guangjie,Hua, Xiaobo,Yang, Nan,Li, Linlin,Xu,Yang, Linlin,Wang, Qingzhi,Ji

, (2019)

Discrimination and quantification of intracellular biothiols, such as cysteine (Cys), homocysteine (Hcy), glutathione (GSH) under physiological conditions is significant for academic research and disease diagnosis. A new fluorescent probe (complex 1-Cu2+) for discriminate detection of GSH was prepared by copper ions coordinate with coumarin carbohydrazide Schiff base derivative 1. In suitable buffer solution (CH3CN: HEPES = 3:2, v/v) and under appropriate pH condition (pH = 7.2–7.4), the UV–vis spectroscopy experiments showed that compound 1 and copper ion exhibited a 1:1 ratio binding mode and moderate binding ability. Fluorescence quenching of compound 1 was observed when it complexed with Cu2+ ions. An obviously fluorescence restoration appeared after addition of GSH to the solution of probe, which also exhibited a highly selectivity relative to cysteine (Cys) and homocysteine (Hcy) in the amino acid competitive experiments. The minimum detection limit was calculated to 0.12 μM by fluorescent method, which was distinctly below the physiological concentration of GSH in live cells. Its biological application to detect the endogenous GSH was further proved by the HepG2 cell fluorescence image test.

A diarylethene derived Fe3+ fluorescent chemosensor and its application in wastewater analysis

Li, Yongjie,Pan, Wenhao,Zheng, Chunhong,Pu, Shouzhi

, (2020)

A diarylethylene derivative containing an acylhydrazone Schiff base moiety was designed and synthesized. Upon alternative irradiation with UV and visible lights, the compound showed distinct fluorescence switching properties based on fluorescence resonance energy transfer mechanism. On the other hand, the fluorescence can be efficiently quenched by 69 fold in the presence of Fe3+ ion in methanol. As a Fe3+ fluorescent chemosensor, the sensing mechanism, the influence of pH on sensing properties, and the practical application were also studied. In the complex, the breaking of the intramolecular H-bonding between the –CO [dbnd] NH– proton and the oxygen at the C[dbnd] O of lactone, the weaking of electrons transfer, and the paramagnetic nature of Fe3+ induced a consequent decrease fluorescence. The compound was found to be stable in a wide range of pH and a highly efficient Fe3+ ion quencher with a detection limit of 4.6 × 10?6 mol L?1. Moreover, the fluorescent detection of Fe3+ was demonstrated by filter paper strips. A series of test papers with different Fe3+ concentrations were prepared and used as the standard card. The analytical application of measuring Fe3+ concentration in wastewater samples were evaluated by comparison with the standard card directly and quickly.

An acylhydrazone coumarin as chemosensor for the detection of Ni2+ with excellent sensitivity and low LOD: Synthesis, DFT calculations and application in real water and living cells

Chen, Jichao,Gao, Buhong,Jiang, Weina,Li, Zhong,Lu, Wen,Shi, Jiuzhou,Xu, Li,Yang, Shilong

, (2021)

A novel acylhydrazone coumarin fluorescent chemosensor C4 for detection of Ni2+ was designed and synthesized. The experimental results revealed a low detection limit of 2.1 × 10?11 M with high selectivity and excellent sensitivity towards Ni2+. C4 showed a good linear relationship with the concentration of Ni2+ from 1.3 × 10?6 to 1.6 μM. Moreover, a stable complex was formed between C4 and with Ni2+ and the binding ratio was proved to be 2: 1 by Job's plot and mass spectrum. The sensing ability of C4 towards Ni2+ was attributed to parity-forbidden transition according to fluorescence titrations and DFT calculations. The detection of Ni2+ in water samples illustrated C4 could be successfully applied for the detection of Ni2+ in real environmental samples. What's more, the fluorescence microscopy images of Hela cells demonstrated the high potential of the novel biosensor for the investigation of biological processes involving Ni2+, as well.

A chromone derivative as a colorimetric and “ON-OFF-ON” fluorescent probe for highly sensitive and selective detection of Cu2+ and S2?

Liu, Cong,Tian, Limei,Liu, Kui,Xue, Jia,Fan, Long,Li, Tianrong,Yang, Zheng-yin

, (2021)

A chromone derivative (L) which could be utilized for reversibly detecting Cu2+ and S2? by means of fluorescence quenching and displacement in aqueous solution was designed and developed. Upon the addition of Cu2+, the strong blue-green fluorescence emission of L was quenched rapidly and then recovered in 1 min by successively adding S2?. Furthermore, with the alternate addition of Cu2+ and S2?, the reversible cycles could be repeated for at least four times, which meant that L could be identified as a renewable dual-functioning probe. What's more, due to its excellent sensing performances, this probe L could also be used to detect Cu2+ and S2? with test strips conveniently.

A novel ratiometric fluorescent probe based on coumarin derivative for the recognition of Al(III) and its application on test strips

Xue, Jia,Tian,Yang, Zheng-yin

, (2019)

A novel ratiometric probe (L) which was composed of chromone and coumarin moieties has been designed and synthesized for sensing Al3+ in EtOH in view of the internal charge transfer (ICT) mechanism. The free probe L exhibited a strong fluorescence emission at 477 nm, and the fluorescence emission here almost disappeared after adding Al3+ (10 equiv.) while a new peak appeared at 524 nm. This may be due to the enhancement of intramolecular electron transfer efficiency from donor to acceptor. In addition, this probe L could be form a 1:1 complex with Al3+, which could be explained by the ESI-MS spectra, and L had a low detection limit for Al3+ with a binding constant of 1.32 × 104 M?1. More importantly, L could be applied to a solid probe for rapid detection of Al3+ with a significant color change.

A highly sensitive and selective chemosensor for Pb2+ based on quinoline-coumarin

Meng, Xianjiao,Cao, Duanlin,Hu, Zhiyong,Han, Xinghua,Li, Zhichun,Ma, Wenbing

, p. 33947 - 33951 (2018)

In this study, a highly sensitive and selective fluorescent chemosensor, ethyl(E)-2-((2-((2-(7-(diethylamino)-2-oxo-2H-chromene-3-carbonyl)hydrazono)methyl)quinolin-8-yl)oxy)acetate (1), was synthesized and characterized by 1H NMR, 13C NMR and ESI-MS. Sensor 1 showed an “on-off” fluorescence response to Pb2+ with a 1?:?1 binding stoichiometry in CH3CN/HEPES buffer medium (9?:?1 v/v). The detection limit of sensor 1 to Pb2+ was determined to be 0.5 μM, and the stable pH range for Pb2+ detection was from 4 to 8.

A turn-on fluorescent probe based on quinoline and coumarin for rapid, selective and sensitive detection of hypochlorite in water samples

Liu, Ruxin,Zhao, Yuqi,Cui, Xiaoqian,Sun, Xiaoxiao,Fei, Qiang,Feng, Guodong,Shan, Hongyan,Huan, Yanfu

, p. 1231 - 1237 (2020)

A fluorescent probe L-Cu2+ based on quinoline, coumarin and Cu2+ has been synthesized and characterized for hypochlorite determination. After copper ion was added to the solution of ligand L, the fluorescence quenching at 490 nm might result from a ligand–metal charge transfer (LMCT) process and its strong coordination ability for Cu2+. In the presence of hypochlorite, the structure of ligand L was destroyed to form 7-(diethylamino)-coumarin-3-carboxylic acid, and the fluorescence was restored at 460 nm. In this case, L-Cu2+ complex could be used as a fluorescent probe to detect hypochlorite, with the advantages of rapid, selective, wide linear range and low detection limit.

Synthesis and anticancer activity of new coumarin-3-carboxylic acid derivatives as potential lactate transport inhibitors

Ji, Hong,Tan, Yaling,Gan, Nana,Zhang, Jing,Li, Shannuo,Zheng, Xuan,Wang, Zhaohua,Yi, Wei

, (2020/12/02)

As an oncometabolite, lactate plays a very important role in tumor proliferation, metastasis, angiogenesis, immune escape and other tumor biological functions. Pharmacological inhibition of lactate transport has been viewed as a promising therapeutic strategy to target a range of human cancers. In this study, a series of new coumarin-3-carboxylic acid derivatives 5a-t and 9a-b were synthesized and evaluated as lactate transport inhibitors. Their cytotoxic activity has been tested against three cell lines high-expressing and low-expressing monocarboxylate transporter 1 (MCT1) which acts as the main carrier for lactate. Compound 5c-e, 5g-i and 5m-o showed significant cytotoxicity and good selectivity against Hela and HCT116 cell lines with high MCT1 expression. Notably, coumarin-3-hydrazide 5o, the lead molecule with the most potent cytotoxic activity, exhibited significant anti-proliferation and apoptosis induction effects. Further studies revealed that compound 5o decreased the expression level of target MCT1, and suppressed the energetic metabolism of Hela and HCT116 cells by remarkably reducing glucose consumption and lactate production. Additionally, compound 5o induced intracellular lactate accumulation and inhibited lactate uptake, which implied that it blocked lactate transport via MCT1. These results indicate a good start point for the development of lactate transport inhibitors as new anticancer agents.

Coumarin-based palladium ion fluorescent probe compound and preparation method thereof

-

, (2021/06/09)

The invention discloses a coumarin-based palladium ion fluorescent probe compound and a preparation method thereof, and belongs to the technical field of organic small molecule fluorescent probes. The palladium ion fluorescent probe compound has a structural formula shown in the specification. The preparation method comprises the following steps of: adding diethyl malonate, glacial acetic acid and piperidine into an ethanol solution of a compound 1, namely 4-(diethylamino)-salicylaldehyde, purifying, adding hydrazine hydrate, heating and the like. The prepared palladium ion probe is in a fluorescence enhancement mode and is high in sensitivity, and the detection limit is as low as 4.45*10. The probe shows high selectivity to palladium ions and strong anti-interference performance.

Compound capable of emitting white light and preparation method thereof

-

Paragraph 0021-0024, (2021/10/16)

The invention discloses a compound capable of emitting white light and a preparation method thereof, and belongs to the technical field of rare earth complexes, organic chemistry and material chemistry. The preparation method comprises the following steps of: reacting an ethanol solution of coumarin ester with hydrazine hydrate according to a reasonable ratio to obtain a compound 1, dissolving the compound 1 and 8-hydroxy-2-quinolinaldehyde in ethanol for reaction to obtain a compound CRP4, and reacting an ethanol solution of the compound CRP4 with an ethanol solution of Eu (TTA) 3 (H2O) 2 to obtain a compound CRP4-Eu. The compound has the beneficial effects that single-molecule white light emission is realized through blue light emission of a coumarin derivative part and red light emission of a rare earth europium complex, a foundation is laid for application of the coumarin derivative part as a single-molecule white light material in the future, and the white light material can be used as a liquid crystal backlight source and solid-state illumination and is wide in application prospect.

Process route upstream and downstream products

Process route

ethyl 7-diethylaminocoumarin-3-carboxylate
28705-46-6

ethyl 7-diethylaminocoumarin-3-carboxylate

7-diethylaminocoumarin-3-carboxylic acid, hydrazide
100343-98-4

7-diethylaminocoumarin-3-carboxylic acid, hydrazide

Conditions
Conditions Yield
With hydrazine hydrate; In ethanol; at 0 - 20 ℃;
85%
With hydrazine hydrate; In ethanol; for 0.2h;
83%
With hydrazine hydrate; In ethanol; Reflux;
82%
With hydrazine hydrate; In ethanol; at 20 ℃; for 4h;
80%
With hydrazine hydrate; In ethanol; Reflux;
69%
With hydrazine hydrate; In ethanol; for 0.416667h; Inert atmosphere; Reflux;
67.2%
With hydrazine hydrate; In ethanol; at 20 ℃; for 1h; Inert atmosphere; Darkness;
61%
With hydrazine hydrate; In ethanol; at 20 ℃; for 1h; Inert atmosphere;
54.7%
With hydrazine hydrate; In ethanol; at 20 ℃; for 0.2h;
50%
With hydrazine hydrate; In ethanol; at 20 ℃; for 0.2h;
50%
With hydrazine hydrate; In ethanol; at 20 ℃; Inert atmosphere;
40.5%
With hydrazine hydrate; In ethanol; at 20 ℃; for 0.2h;
With hydrazine hydrate; In ethanol;
With hydrazine hydrate; In ethanol; at 20 ℃; for 0.25h;
With hydrazine hydrate; In ethanol; at 20 ℃; for 0.2h;
With hydrazine; In ethanol; at 20 ℃; for 2h;
With hydrazine;
With hydrazine hydrate; In ethanol; at 20 ℃;
With hydrazine;
With hydrazine hydrate;
With hydrazine hydrate; at 20 ℃; for 0.2h;
With hydrazine hydrate; In ethanol; at 20 ℃; for 0.5h;
methyl 7-(diethylamino)-2-oxo-2H-chromene-3-carboxylate
115948-29-3

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

7-diethylaminocoumarin-3-carboxylic acid, hydrazide
100343-98-4

7-diethylaminocoumarin-3-carboxylic acid, hydrazide

Conditions
Conditions Yield
With hydrazine hydrate; In ethanol; at 20 ℃; for 0.5h;
45%
ethyl 7-diethylaminocoumarin-3-carboxylate
28705-46-6

ethyl 7-diethylaminocoumarin-3-carboxylate

hydrazine hydrate
7803-57-8,79785-97-0

hydrazine hydrate

7-diethylaminocoumarin-3-carboxylic acid, hydrazide
100343-98-4

7-diethylaminocoumarin-3-carboxylic acid, hydrazide

Conditions
Conditions Yield
In ethanol; at 20 ℃; for 0.2h;
4-(Diethylamino)salicylaldehyde
17754-90-4

4-(Diethylamino)salicylaldehyde

7-diethylaminocoumarin-3-carboxylic acid, hydrazide
100343-98-4

7-diethylaminocoumarin-3-carboxylic acid, hydrazide

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: piperidine / acetic acid / 3 h / Reflux
2: hydrazine hydrate / ethanol / 0.2 h / 20 °C
With piperidine; hydrazine hydrate; In ethanol; acetic acid;
Multi-step reaction with 2 steps
1: piperidine / ethanol / 24 h / Reflux
2: hydrazine hydrate / ethanol / 1 h / 20 °C / Inert atmosphere
With piperidine; hydrazine hydrate; In ethanol;
Multi-step reaction with 2 steps
1: piperidine / ethanol / 6 h / Reflux
2: hydrazine hydrate / ethanol / 0.5 h / 20 °C
With piperidine; hydrazine hydrate; In ethanol;
Multi-step reaction with 2 steps
1: piperidine / ethanol / 6 h / Reflux
2: hydrazine hydrate / ethanol / 0.2 h / 20 °C
With piperidine; hydrazine hydrate; In ethanol;
Multi-step reaction with 2 steps
1: piperidine / ethanol / 6 h / Reflux
2: ethanol / 0.2 h / 20 °C
With piperidine; In ethanol;
Multi-step reaction with 2 steps
1: piperidine / ethanol / 6 h / Reflux
2: hydrazine hydrate / ethanol / 0.2 h
With piperidine; hydrazine hydrate; In ethanol;
Multi-step reaction with 2 steps
1: piperidine / ethanol / 6 h / Reflux
2: hydrazine hydrate / ethanol / 0.25 h / 20 °C
With piperidine; hydrazine hydrate; In ethanol;
Multi-step reaction with 2 steps
1: piperidine; acetic acid / ethanol / 4 h / Reflux
2: hydrazine hydrate / ethanol / 0.42 h / Inert atmosphere; Reflux
With piperidine; hydrazine hydrate; acetic acid; In ethanol;
Multi-step reaction with 2 steps
1: piperidine / ethanol / 24 h / 80 °C / Inert atmosphere
2: hydrazine hydrate / ethanol / 1 h / 20 °C / Inert atmosphere; Darkness
With piperidine; hydrazine hydrate; In ethanol; 1: |Knoevenagel Condensation;
Multi-step reaction with 2 steps
1: piperidine; acetic acid / 6 h / Reflux
2: hydrazine / ethanol / 2 h / 20 °C
With piperidine; acetic acid; hydrazine; In ethanol;
Multi-step reaction with 2 steps
1: piperidine
2: hydrazine
With piperidine; hydrazine;
Multi-step reaction with 2 steps
1: piperidine / ethanol / 2 h / Reflux
2: hydrazine hydrate / ethanol / 0 - 20 °C
With piperidine; hydrazine hydrate; In ethanol;
Multi-step reaction with 2 steps
1: piperidine / ethanol
2: hydrazine hydrate / ethanol / 20 °C
With piperidine; hydrazine hydrate; In ethanol;
Multi-step reaction with 2 steps
1: piperidine / ethanol / 6 h / Reflux
2: hydrazine hydrate
With piperidine; hydrazine hydrate; In ethanol;
Multi-step reaction with 2 steps
1: piperidine / ethanol / 3 h / 20 °C
2: hydrazine hydrate / ethanol / Reflux
With piperidine; hydrazine hydrate; In ethanol; 1: |Knoevenagel Condensation;
Multi-step reaction with 2 steps
1: piperidine / ethanol
2: hydrazine / ethanol
With piperidine; hydrazine; In ethanol;
Multi-step reaction with 2 steps
1: acetic acid; piperidine / ethanol / 24 h / 80 °C
2: hydrazine hydrate / 0.2 h / 20 °C
With piperidine; hydrazine hydrate; acetic acid; In ethanol;
C<sub>16</sub>H<sub>19</sub>NO<sub>3</sub>

C16H19NO3

7-diethylaminocoumarin-3-carboxylic acid, hydrazide
100343-98-4

7-diethylaminocoumarin-3-carboxylic acid, hydrazide

Conditions
Conditions Yield
With hydrazine; In ethanol;
7-diethylaminocoumarin-3-carboxylic acid, hydrazide
100343-98-4

7-diethylaminocoumarin-3-carboxylic acid, hydrazide

7-diethylamino-3-(5-phenyl-[1,3,4]thiadiazol-2-yl)-chromen-2-one
62143-26-4

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

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 18 percent / Lawesson's reagent / dioxane / 23 h / Heating
2: 41 percent / 2 h / 160 °C
With Lawessons reagent; In 1,4-dioxane;
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

7-diethylaminocoumarin-3-carboxylic acid, hydrazide
100343-98-4

7-diethylaminocoumarin-3-carboxylic acid, hydrazide

(E)-N'-(4-bromobenzylidene)7-(diethylamino)-2-oxo-2H-chromene-3-carbohydrazide

(E)-N'-(4-bromobenzylidene)7-(diethylamino)-2-oxo-2H-chromene-3-carbohydrazide

Conditions
Conditions Yield
With hydrogenchloride; In ethanol; at 20 ℃; for 1h; Sealed tube;
90%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

7-diethylaminocoumarin-3-carboxylic acid, hydrazide
100343-98-4

7-diethylaminocoumarin-3-carboxylic acid, hydrazide

(E)-N'-(4-methoxybenzylidene)-7-(diethylamino)-2-oxo-2Hchromene-3-carbohydrazide

(E)-N'-(4-methoxybenzylidene)-7-(diethylamino)-2-oxo-2Hchromene-3-carbohydrazide

Conditions
Conditions Yield
With hydrogenchloride; In ethanol; at 20 ℃; for 1h; Sealed tube;
94%
4-(diphenylamino)benzaldehyde
4181-05-9

4-(diphenylamino)benzaldehyde

7-diethylaminocoumarin-3-carboxylic acid, hydrazide
100343-98-4

7-diethylaminocoumarin-3-carboxylic acid, hydrazide

C<sub>33</sub>H<sub>30</sub>N<sub>4</sub>O<sub>3</sub>

C33H30N4O3

Conditions
Conditions Yield
In ethanol; at 80 ℃; for 2h;
85%
2,3-dihydroxybenzaldehyde
24677-78-9

2,3-dihydroxybenzaldehyde

7-diethylaminocoumarin-3-carboxylic acid, hydrazide
100343-98-4

7-diethylaminocoumarin-3-carboxylic acid, hydrazide

C<sub>21</sub>H<sub>21</sub>N<sub>3</sub>O<sub>5</sub>

C21H21N3O5

Conditions
Conditions Yield
In methanol; at 65 ℃; for 6h;
75%

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