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Ethyl chloro[(4-methoxyphenyl)hydrazono]acetate

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Name

Ethyl chloro[(4-methoxyphenyl)hydrazono]acetate

EINECS 608-053-7
CAS No. 27143-07-3 Density 1.231 g/cm3
PSA 59.92000 LogP 2.29550
Solubility N/A Melting Point 94 ºC
Formula C11H13ClN2O3 Boiling Point 348.955 ºC at 760 mmHg
Molecular Weight 256.689 Flash Point 164.842 ºC
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 27143-07-3 (Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene], ethyl ester) Hazard Symbols N/A
Synonyms

Chloro[(4-methoxyphenyl)hydrazono]acetic acid ethyl ester;

Article Data 12

Ethyl chloro[(4-methoxyphenyl)hydrazono]acetate Synthetic route

104-94-9

4-methoxy-aniline

609-15-4

ethyl 2-chloro-3-oxo-butyrate

27143-07-3

ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

Conditions
ConditionsYield
Stage #1: 4-methoxy-aniline With hydrogenchloride; sodium nitrite In water at -10 - -5℃; for 0.5h;
Stage #2: ethyl 2-chloro-3-oxo-butyrate With sodium acetate In water at -10 - -5℃; for 2h;
89%
Stage #1: 4-methoxy-aniline With hydrogenchloride; sodium nitrite In ethanol; water at 0 - 5℃; for 0.5h;
Stage #2: ethyl 2-chloro-3-oxo-butyrate With sodium acetate In ethanol; water at 0 - 25℃;
85%
Stage #1: 4-methoxy-aniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h;
Stage #2: ethyl 2-chloro-3-oxo-butyrate With sodium acetate In ethanol; water at -5 - 20℃; for 4h;
73.6%
104-94-9

4-methoxy-aniline

105-39-5

chloroacetic acid ethyl ester

27143-07-3

ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

Conditions
ConditionsYield
With hydrogenchloride; sodium acetate; sodium nitrite 1.) water; 2.) water, ethanol, 0 - 5 deg C, 3 h -> overnight; Multistep reaction;
638-07-3

ethyl (2-chloroaceto)acetate

104-94-9

4-methoxy-aniline

27143-07-3

ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

Conditions
ConditionsYield
Stage #1: 4-methoxy-aniline With hydrogenchloride In water at 40℃; for 0.416667h;
Stage #2: With sodium nitrite In water at -2℃; for 0.583333h;
Stage #3: ethyl (2-chloroaceto)acetate With aminosulfonic acid; sodium acetate more than 3 stages;

C11H10N2O4

27143-07-3

ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

C22H22N4O7

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 70℃;95%

(2E,2'E)-1,4-bis[(2-(3-(dimethylamino)-1-oxoprop-2-en-1-yl)benzofuran-5-yl)methyl]piperazine

27143-07-3

ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

1,4-bis[((2-(3-(ethoxycarbonyl)-1-(4-methoxyphenyl)-1H-pyrazole-4-yl)carbonyl)benzofuran-5-yl)methyl]piperazine

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane for 6h; Reflux; regioselective reaction;95%
503615-03-0

3-(morpholin-4-yl)-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one

27143-07-3

ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-6-(4-nitrophenyl)-7-oxo- 1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 3-(morpholin-4-yl)-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one; ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate With triethylamine; potassium iodide In ethyl acetate for 4.5h; Reflux;
Stage #2: With hydrogenchloride In water; ethyl acetate at 5 - 20℃; for 4h;
94.6%
43052-77-3

(3,4-dihydro-6,7-dimethoxyisoquinolin-1-yl)acetonitrile

27143-07-3

ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

8,9-Dimethoxy-2-[(4-methoxy-phenyl)-hydrazono]-3-oxo-2,3,5,6-tetrahydro-pyrrolo[2,1-a]isoquinoline-1-carbonitrile

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 1h; Ambient temperature;90%
27143-07-3

ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

60-10-6

1,5-diphenyl-3-mercaptoformazan

2-ethoxy-N′-(4-methoxyphenyl)-2-oxoacetohydrazonic-N′,2-diphenyldiazenecarbohydrazonic thioanhydride

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 2h;90%
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

27143-07-3

ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

503614-91-3

1-(4-methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
With triethylamine; potassium iodide In ethyl acetate for 24h; Reflux;89.9%
With potassium carbonate; carbonic acid dimethyl ester at 82℃; for 0.5h; Temperature; Reagent/catalyst;80.33%
With triethylamine In ethyl acetate; toluene at 85℃; for 7h;76%
With triethylamine; potassium iodide In ethyl acetate at 25 - 80℃; for 24h;54 mg
Stage #1: 5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone; ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate With triethylamine
Stage #2: With hydrogenchloride In water

2-(1-(10H-phenothiazin-2-yl)ethylidene)hydrazine-1-carbothioamide

27143-07-3

ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

2-(2-(1-(10H-phenothiazin-2-yl)ethylidene)hydrazinyl)-5-(2-(4-methoxyphenyl)hydrazono)thiazol-4(5H)-one

Conditions
ConditionsYield
With triethylamine In ethanol at 110℃; for 0.25h; Microwave irradiation;88%

Ethyl chloro[(4-methoxyphenyl)hydrazono]acetate Specification

The Ethyl chloro[(4-methoxyphenyl)hydrazono]acetate, with its CAS registry number 27143-07-3, has other names as Chloro[(4-methoxyphenyl)hydrazono]acetic acid ethyl ester.

The characteristics of this chemical are as below: (1)ACD/LogP: 2.34; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3; (4)ACD/LogD (pH 7.4): 3; (5)ACD/BCF (pH 5.5): 151; (6)ACD/BCF (pH 7.4): 151; (7)ACD/KOC (pH 5.5): 1261; (8)ACD/KOC (pH 7.4): 1261; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 59.92; (13)Index of Refraction: 1.533; (14)Molar Refractivity: 64.659 cm3; (15)Molar Volume: 208.488 cm3; (16)Polarizability: 25.633 ×10-24 cm3; (17)Surface Tension: 39.176 dyne/cm; (18)Density: 1.231 g/cm3; (19)Flash Point: 164.842 °C; (20)Enthalpy of Vaporization: 59.339 kJ/mol; (21)Boiling Point: 348.955 °C at 760 mmHg. 

Additionally, you could convert the following datas into the molecular structure:
(1)SMILES:COc1ccc(N\N=C(\Cl)C(=O)OCC)cc1
(2)InChI:InChI=1/C11H13ClN2O3/c1-3-17-11(15)10(12)14-13-8-4-6-9(16-2)7-5-8/h4-7,13H,3H2,1-2H3
(3)InChIKey:ATNPZEGMKLGIFA-UHFFFAOYAJ

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