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27143-07-3

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  • High quality Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene], ethyl ester supplier in China

    Cas No: 27143-07-3

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  • High Quality 99% 27143-07-3 Aceticacid,2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene], ethyl ester Manufacturer

    Cas No: 27143-07-3

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27143-07-3 Usage

Uses

Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene], ethyl ester is an ester derivative and can be used as an intermediate in the synthesis of apixaban.

Check Digit Verification of cas no

The CAS Registry Mumber 27143-07-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,1,4 and 3 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 27143-07:
(7*2)+(6*7)+(5*1)+(4*4)+(3*3)+(2*0)+(1*7)=93
93 % 10 = 3
So 27143-07-3 is a valid CAS Registry Number.
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

27143-07-3Synthetic route

4-methoxy-aniline
104-94-9

4-methoxy-aniline

ethyl 2-chloro-3-oxo-butyrate
609-15-4

ethyl 2-chloro-3-oxo-butyrate

ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
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%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
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;
ethyl (2-chloroaceto)acetate
638-07-3

ethyl (2-chloroaceto)acetate

4-methoxy-aniline
104-94-9

4-methoxy-aniline

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

C11H10N2O4

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

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

C22H22N4O7

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

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

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

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%
3-(morpholin-4-yl)-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one
503615-03-0

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

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

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%
(3,4-dihydro-6,7-dimethoxyisoquinolin-1-yl)acetonitrile
43052-77-3

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

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

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

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

1,5-diphenyl-3-mercaptoformazan
60-10-6

1,5-diphenyl-3-mercaptoformazan

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

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

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 2h;90%
5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

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
27143-07-3

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
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

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

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

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

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

thiosemicarbazide
79-19-6

thiosemicarbazide

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

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

Conditions
ConditionsYield
In neat (no solvent) at 120℃; for 0.5h; Wavelength; Microwave irradiation;87%
5,6-dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-6-methyl-1-piperidinyl)phenyl]-2(1H)-pyridone

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
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

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
ConditionsYield
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%
methylamine
74-89-5

methylamine

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

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

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

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

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 5h;81.4%
3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one
545445-40-7

3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one

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

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

1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3, 4-c]pyridine-3-carboxylic acid ethyl ester
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
ConditionsYield
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;
3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one
545445-40-7

3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one

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

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
ConditionsYield
With triethylamine In ethyl acetate at 80℃; for 5h;80%
1,4-bis[(3-((2-carbamothioylhydrazineylidene)methyl)-4-hydroxyphenyl)methyl]piperazine

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

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

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
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 120℃; for 0.5h; Temperature; Microwave irradiation;80%
C21H27N3O3

C21H27N3O3

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

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

C28H30N4O5

C28H30N4O5

Conditions
ConditionsYield
With triethylamine In toluene at 120℃; Inert atmosphere;78.4%
N-(4-(2,5-dihydro-2,3-dimethyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)thiazol-2-yl)-3-phenylthiourea
1519975-07-5

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

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

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

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
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
ConditionsYield
With triethylamine In ethanol Reflux;78%
N-methylmaleimide
930-88-1

N-methylmaleimide

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

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

Conditions
ConditionsYield
With TEA In m-xylene at 150℃; for 1.5h; Solvent; Temperature; Microwave irradiation; Sealed tube; regioselective reaction;78%
C20H25N3O3

C20H25N3O3

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

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

C27H28N4O5

C27H28N4O5

Conditions
ConditionsYield
With triethylamine In toluene at 120℃; Inert atmosphere;77.9%
With triethylamine In toluene at 120℃;77%
C20H25N3O3

C20H25N3O3

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

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

C27H28N4O5

C27H28N4O5

Conditions
ConditionsYield
With triethylamine In toluene at 120℃; Inert atmosphere;77.7%
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
27143-07-3

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

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

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

ethyl 2,3,5,6-tetrahydro-8,9-dimethoxy-2-(2-(4-methoxyphenyl)hydrazono)-3-oxopyrrolo[2,1-a]isoquinoline-1-carboxylate
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
ConditionsYield
With triethylamine In chloroform at 20℃; Reflux;77%
diexo 5,8-methano-2-thioxo-1,4,4a,5,8,8a-hexahydroquinazolin-4-one

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

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

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
ConditionsYield
With triethylamine In 1,4-dioxane Reflux; regioselective reaction;77%
1-(4-iodo-phenyl)-3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one
473927-69-4

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

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

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

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
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
ConditionsYield
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

C21H27N3O4

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

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

C28H30N4O6

C28H30N4O6

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 80℃; Inert atmosphere;74.8%
2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

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

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

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

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

Conditions
ConditionsYield
With triethylamine In ethanol for 6h; Heating;74%
1-(3-cyano-4,6-diphenylpyridin-2-yl)-3-phenylthiourea

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

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

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

Conditions
ConditionsYield
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

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

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

(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
ConditionsYield
With triethylamine In ethanol for 4h; Reflux;74%
5-ethyl-4-(2-hydroxyphenylmethyleneamino)-3-mercapto-1,2,4-triazole
119153-17-2

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

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

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

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

27143-07-3Downstream Products

27143-07-3Relevant articles and documents

Pyrazolo [3, 4 - c] pyridine - 7 - ketone compound and use thereof

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Paragraph 0197; 0238; 0243; 0244, (2017/09/01)

Belonging to the technical field of medicine, the invention relates to a 4, 5-dihydro-1H-pyrazolo[3, 4-c]pyridine-7-one containing derivative shown as general formula I, and pharmaceutically acceptable salt, hydrate or prodrug thereof, wherein the substituents A, R1 and R2 have meanings given in the specification. The preparation also relates to a preparation method of the general formula I compound and its pharmaceutically acceptable salt or prodrug, medicinal compositions containing the compound and application of the compound as an Xa factor inhibitor, especially application in preparation of drugs for treatment and/or prevention of thromboembolic diseases. (formula I).

Design, synthesis, and biological activity of novel tetrahydropyrazolopyridone derivatives as FXa inhibitors with potent anticoagulant activity

Sun, Xiaoqing,Hong, Zexin,Liu, Moyi,Guo, Su,Yang, Di,Wang, Yong,Lan, Tian,Gao, Linyu,Qi, Hongxia,Gong, Ping,Liu, Yajing

, p. 2800 - 2810 (2017/04/18)

A series of novel tetrahydropyrazolopyridone derivatives containing 1,3,4-triazole, triazolylmethyl, and partially saturated heterocyclic moieties as P2 binding element was designed, synthesized, and evaluated in vitro for anticoagulant activity in human and rabbit plasma. All compounds showed moderate to significant potency, and compounds 15b, 15c, 20b, 20c, and 22b were further examined for their inhibitory activity against human FXa in vitro. While compounds 15c and 22b were tested for rat venous thrombosis in vivo. The most promising compound 15c, with an IC50 (FXa) value of 0.14?μM and 98% inhibition rate, warranted further investigation as an FXa inhibitor.

Pyrazolo[3,4-c]pyridine derivative

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Paragraph 0391; 0392; 0393, (2016/10/08)

The invention relates to a pyrazolo[3,4-c]pyridine derivative. The invention relates to a compound represented by a formula (I), a tautomer thereof, an optical isomer thereof or a pharmaceutically acceptable salt thereof, wherein the formula (I) is shown in the description, and Z, X, RNc, RNd, RNe and RNf are defined according to the claim 1. The invention further relates to the pharmaceutical composition contain the compound. The invention further relates to use of the compound or the pharmaceutical composition in preparing a drug for preventing and/or treating a disease which inhibits positive influence of an Xa factor, particularly use in preparing the drug for preventing and/or treating the disease which inhibits positive influence of the Xa factor under the condition of low hemorrhage risk.

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