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CAS No.: | 27143-07-3 |
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Name: | Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene], ethyl ester |
Article Data: | 12 |
Molecular Structure: | |
Formula: | C11H13ClN2O3 |
Molecular Weight: | 256.689 |
Synonyms: | Chloro[(4-methoxyphenyl)hydrazono]acetic acid ethyl ester; |
EINECS: | 608-053-7 |
Density: | 1.231 g/cm3 |
Melting Point: | 94 ºC |
Boiling Point: | 348.955 ºC at 760 mmHg |
Flash Point: | 164.842 ºC |
PSA: | 59.92000 |
LogP: | 2.29550 |
4-methoxy-aniline
ethyl 2-chloro-3-oxo-butyrate
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
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% |
4-methoxy-aniline
chloroacetic acid ethyl ester
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
Conditions | Yield |
---|---|
With hydrogenchloride; sodium acetate; sodium nitrite 1.) water; 2.) water, ethanol, 0 - 5 deg C, 3 h -> overnight; Multistep reaction; |
ethyl (2-chloroaceto)acetate
4-methoxy-aniline
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
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; |
Conditions | Yield |
---|---|
With triethylamine In ethyl acetate at 70℃; | 95% |
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
Conditions | Yield |
---|---|
With triethylamine In 1,4-dioxane for 6h; Reflux; regioselective reaction; | 95% |
3-(morpholin-4-yl)-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
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% |
(3,4-dihydro-6,7-dimethoxyisoquinolin-1-yl)acetonitrile
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol for 1h; Ambient temperature; | 90% |
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
1,5-diphenyl-3-mercaptoformazan
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol for 2h; | 90% |
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
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 | 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 |
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
Conditions | Yield |
---|---|
With triethylamine In ethanol at 110℃; for 0.25h; Microwave irradiation; | 88% |
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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