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

Name
Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene], ethyl ester
EINECS 608-053-7
CAS No. 27143-07-3
Article Data12
CAS DataBase
Density 1.231 g/cm³
Solubility
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
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Chloro[(4-methoxyphenyl)hydrazono]acetic acid ethyl ester;
PSA 59.92000
LogP 2.29550

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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 2‐hydroxy‐5‐((p‐tolylthio)methyl)benzaldehyde

: 79-19-6
thiosemicarbazide

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: 2‐(2‐(2‐hydroxy‐5‐((p‐tolylthio)methyl)benzylidene)hydrazineyl)‐5‐(2‐(4‐methoxyphenyl)hydrazineylidene)thiazol‐4(5H)‐one

Conditions

Conditions	Yield
In neat (no solvent) at 120℃; for 0.5h; Wavelength; Microwave irradiation;	87%

...Expand

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

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-6-methylpiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazole [3,4-c]pyridine-3-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: 5,6-dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-6-methyl-1-piperidinyl)phenyl]-2(1H)-pyridone; ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate With triethylamine In chloroform at 0 - 62℃; for 64h; Inert atmosphere; Stage #2: With hydrogenchloride In chloroform; water at 0 - 25℃; for 4.5h; Inert atmosphere;	83.7%
With triethylamine at 90 - 95℃; for 3h;	74%

: 74-89-5
methylamine

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: ethyl 2-(2-(4-methoxyphenyl)hydrazono)-2-(methylamino)acetate

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 5h;	81.4%

: 545445-40-7
3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: 503614-56-0
1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3, 4-c]pyridine-3-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethyl acetate at 85 - 95℃; for 20h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Green chemistry;	81.2%
Stage #1: 3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one; ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate With triethylamine In toluene at 100℃; for 12h; Reflux; Stage #2: With trifluoroacetic acid In dichloromethane; toluene at 20℃; for 2h;

: 545445-40-7
3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: 1-(4-methoxyphenyl)-7a-(morpholin-4-yl)-7-oxo-3a,4,5,6,7,7a-hexahydro-1H-pyrazolo[3,4-c]pyridine-3-formic acid ethyl ester

Conditions

Conditions	Yield
With triethylamine In ethyl acetate at 80℃; for 5h;	80%

: 1,4-bis[(3-((2-carbamothioylhydrazineylidene)methyl)-4-hydroxyphenyl)methyl]piperazine

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: 1,4-bis[(4-hydroxy-3-((2-(5-(2-(4-methoxyphenyl)hydrazineylidene)-4-oxo-4,5-dihydrothiazol-2-yl)hydrazineylidene)methyl)phenyl)methyl]piperazine

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 120℃; for 0.5h; Temperature; Microwave irradiation;	80%

: C21H27N3O3

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: C28H30N4O5

Conditions

Conditions	Yield
With triethylamine In toluene at 120℃; Inert atmosphere;	78.4%

: 1519975-07-5
N-(4-(2,5-dihydro-2,3-dimethyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)thiazol-2-yl)-3-phenylthiourea

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: 1519975-44-0
ethyl 3-(4-anisyl)-2-(4-(2,3-dimethyl-1-phenyl-5-oxo-pyrazol-4-yl)thiazol-2-ylimino)-1,3,4-thiadiazole-5-carboxylate

Conditions

Conditions	Yield
With triethylamine In ethanol Reflux;	78%

: 930-88-1
N-methylmaleimide

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: ethyl 1-(4-methoxyphenyl)-5-methyl-4,6-dioxo-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c]pyrazole-3-carboxylate

Conditions

Conditions	Yield
With TEA In m-xylene at 150℃; for 1.5h; Solvent; Temperature; Microwave irradiation; Sealed tube; regioselective reaction;	78%

: C20H25N3O3

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: C27H28N4O5

Conditions

Conditions	Yield
With triethylamine In toluene at 120℃; Inert atmosphere;	77.9%
With triethylamine In toluene at 120℃;	77%

: C20H25N3O3

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: C27H28N4O5

Conditions

Conditions	Yield
With triethylamine In toluene at 120℃; Inert atmosphere;	77.7%

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: 1-(ethoxycarbonylmethylene)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

: 1161946-83-3
ethyl 2,3,5,6-tetrahydro-8,9-dimethoxy-2-(2-(4-methoxyphenyl)hydrazono)-3-oxopyrrolo[2,1-a]isoquinoline-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In chloroform at 20℃; Reflux;	77%

: diexo 5,8-methano-2-thioxo-1,4,4a,5,8,8a-hexahydroquinazolin-4-one

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: ethyl (4aS*,5S*,8R*,8aR*)-1-(4-methoxyphenyl)-9-oxo-1,4a,5,8,8a,9-hexahydro-5,8-methano[1,2,4]triazolo[4,3-a]quinazoline-3-carboxylate

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane Reflux; regioselective reaction;	77%

: 473927-69-4
1-(4-iodo-phenyl)-3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: 473927-64-9
1-(4-methoxy-phenyl)-6-(4-iodo-phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With triethylamine In ethyl acetate at 0℃; for 2h; Inert atmosphere; Cooling with ice; Reflux;	75%
Stage #1: 1-(4-iodo-phenyl)-3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one; ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate With triethylamine In toluene for 2h; Reflux; Stage #2: With hydrogenchloride In dichloromethane; water at 25 - 30℃; for 2h;	30.4%

: C21H27N3O4

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: C28H30N4O6

Conditions

Conditions	Yield
With triethylamine In ethyl acetate at 80℃; Inert atmosphere;	74.8%

: 137-07-5
2-amino-benzenethiol

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: 2-[(4-methoxy-phenyl)-hydrazono]-4H-benzo[1,4]thiazin-3-one

Conditions

Conditions	Yield
With triethylamine In ethanol for 6h; Heating;	74%

: 1-(3-cyano-4,6-diphenylpyridin-2-yl)-3-phenylthiourea

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: ethyl 5-((3-cyano-4,6-diphenylpyridin-2-yl)imino)-4-(4-methoxyphenyl)-4,5-dihydro-1,3,4-thiadiazole-2-carboxylate

Conditions

Conditions	Yield
With triethylamine In ethanol Reflux;	74%

: ethyl 3-((E)-1-(2-((E)-2-cyano-3-(phenylamino)-3-thioxopropanoyl)hydrazono)ethyl)-1,5-diphenyl-1H-pyrazole-4-carboxylate

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: (E)-ethyl 5-(1-cyano-2-((E)-2-(1-(4-(ethoxycarbonyl)-1,5-diphenyl-1H-pyrazol-3-yl)ethylidene)-hydrazinyl)-2-oxoethylidene)-4-(4-methoxyphenyl)-4,5-dihydro-1,3,4-thiadiazole-2-carboxylate

Conditions

Conditions	Yield
With triethylamine In ethanol for 4h; Reflux;	74%

: 119153-17-2
5-ethyl-4-(2-hydroxyphenylmethyleneamino)-3-mercapto-1,2,4-triazole

: 27143-07-3
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

: ethyl 3'-ethyl-5-(2-hydroxyphenyl)-5'-mercapto-1-(4-methoxyphenyl)-1,5-dihydro-[4,4'-bi(1,2,4-triazole)]-3-carboxylate

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane Reflux;	74%

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

Product Name

Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene], ethyl ester

Synthetic route

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

Related Products

Hot Products