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14002-51-8

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14002-51-8 Usage

Description

4-Biphenylcarbonyl chloride, also known as Biphenyl-4-carbonyl chloride, is an organic compound that is characterized by its white to yellow fine crystalline powder appearance. It is a derivative of biphenyl, with a carbonyl chloride group attached to the fourth position of the biphenyl structure.

Uses

Used in Pharmaceutical Industry:
4-Biphenylcarbonyl chloride is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its application is primarily due to its ability to react with other molecules to form new therapeutic agents.
Used in Chemical Synthesis:
In the field of chemical synthesis, 4-Biphenylcarbonyl chloride is utilized as a building block for creating novel compounds with potential applications in various industries. Its reactivity and structural properties make it a valuable component in the development of new molecules.
Specific Applications:
1. Used in the preparation of novel thiourea compounds:
4-Biphenylcarbonyl chloride is used as a starting material for the synthesis of N-(6-methyl pyridin-2-yl-carbamothioyl)biphenyl-4-carboxamide, a thiourea compound with potential applications in various fields.
2. Used in the preparation of 5-CF3-oxazole analogs:
It is also employed in the synthesis of 2-4-[2-(2-biphenyl-4-yl-5-trifluoromethyl-oxazol-4-yl)-ethoxy]-phenoxy-2-methyl-propionic acid, which is a 5-CF3-oxazole analog. These analogs may have potential uses in pharmaceuticals or other industries due to their unique structural properties.

Purification Methods

Dissolve the carbonyl chloride in a large volume of pet ether (10 x, b 50-70o), filter it through a short column of neutral alumina, evaporate to dryness in vacuo and recrystallise it from pet ether (b 60-80o). [Beilstein 9 IV 2480.] LACHRYMATORY.

Check Digit Verification of cas no

The CAS Registry Mumber 14002-51-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,0,0 and 2 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 14002-51:
(7*1)+(6*4)+(5*0)+(4*0)+(3*2)+(2*5)+(1*1)=48
48 % 10 = 8
So 14002-51-8 is a valid CAS Registry Number.
InChI:InChI=1/C12H19N/c1-9(13)10-5-7-11(8-6-10)12(2,3)4/h5-9H,13H2,1-4H3/t9-/m1/s1

14002-51-8 Well-known Company Product Price

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  • Alfa Aesar

  • (A13956)  Biphenyl-4-carbonyl chloride, 98%   

  • 14002-51-8

  • 10g

  • 615.0CNY

  • Detail
  • Alfa Aesar

  • (A13956)  Biphenyl-4-carbonyl chloride, 98%   

  • 14002-51-8

  • 50g

  • 2057.0CNY

  • Detail
  • Alfa Aesar

  • (A13956)  Biphenyl-4-carbonyl chloride, 98%   

  • 14002-51-8

  • 250g

  • 8196.0CNY

  • Detail
  • Aldrich

  • (161144)  Biphenyl-4-carbonylchloride  97%

  • 14002-51-8

  • 161144-10G

  • 485.55CNY

  • Detail
  • Aldrich

  • (161144)  Biphenyl-4-carbonylchloride  97%

  • 14002-51-8

  • 161144-50G

  • 1,817.01CNY

  • Detail

14002-51-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Biphenylcarbonyl Chloride

1.2 Other means of identification

Product number -
Other names Biphenyl-4-carbonyl chloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14002-51-8 SDS

14002-51-8Synthetic route

biphenyl-4-carboxylic acid
92-92-2

biphenyl-4-carboxylic acid

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide Heating / reflux;100%
With thionyl chloride; N,N-dimethyl-formamide at 85℃; for 16h; Industrial scale;100%
With thionyl chloride at 80℃; for 16h;91%
biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
Stage #1: biphenyl-4-acetaldehyde With pyridine; disulfur dichloride In chlorobenzene at 20℃; for 2h;
Stage #2: With sulfuryl dichloride In chlorobenzene at 20 - 132℃; for 15.5h; Reagent/catalyst; Temperature;
90%
Stage #1: biphenyl-4-acetaldehyde With pyridine; sulfur monochloride In chlorobenzene at 20℃;
Stage #2: With thionyl chloride In chlorobenzene at 20 - 132℃; Reagent/catalyst; Temperature;
83%
Multi-step reaction with 2 steps
1: NaOH; Br2
2: SOCl2
View Scheme
With pyridine; disulfur dichloride at 70 - 138℃; for 21.5h; Reagent/catalyst; Concentration; Temperature;83 %Spectr.
biphenyl
92-52-4

biphenyl

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: AlCl3 / CS2
2: NaOH; Br2
3: SOCl2
View Scheme
biphenyl-4-acetaldehyde
92-91-1

biphenyl-4-acetaldehyde

copper oxide-chromium oxide

copper oxide-chromium oxide

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hypobromite
2: phosphorous pentachloride
View Scheme
4-Methylbiphenyl
644-08-6

4-Methylbiphenyl

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous permanganate
2: thionyl chloride
View Scheme
Multi-step reaction with 2 steps
1: potassium permanganate / water / 9 h / 90 °C
2: potassium permanganate / 3 h / 70 °C
View Scheme
AR toluene

AR toluene

biphenyl-4-carboxylic acid
92-92-2

biphenyl-4-carboxylic acid

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
In thionyl chloride
oxalyl dichloride
79-37-8

oxalyl dichloride

biphenyl-4-carboxylic acid
92-92-2

biphenyl-4-carboxylic acid

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
In N-methyl-acetamide; dichloromethane
In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h;
4-bromo-1,1'-biphenyl
92-66-0

4-bromo-1,1'-biphenyl

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: magnesium / tetrahydrofuran / Reflux
2: thionyl chloride / 3 h / Reflux
View Scheme
methyl 4-phenylbenzoate
720-75-2

methyl 4-phenylbenzoate

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydroxide / tetrahydrofuran; water / 12 h
1.2: pH 1
2.1: thionyl chloride / tetrahydrofuran / Reflux
View Scheme
2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline
3416-93-1

2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline

biphenyl-4-carboxylic acid
92-92-2

biphenyl-4-carboxylic acid

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide
carbon monoxide
201230-82-2

carbon monoxide

4-bromo-1,1'-biphenyl
92-66-0

4-bromo-1,1'-biphenyl

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
With bis(tri-t-butylphosphine)palladium(0); benzyltriphenylphosphonium chloride In toluene at 110℃; under 15201 Torr; for 24h; Autoclave; Glovebox;
4-Phenylbenzaldehyde
3218-36-8

4-Phenylbenzaldehyde

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
With trichloroisocyanuric acid In dichloromethane at 20℃; for 120h; Inert atmosphere;
With tert.-butylhydroperoxide; N-chloro-succinimide; tris(2,2'-bipyridyl)ruthenium dichloride In acetonitrile at 20℃; for 24h; Sealed tube; Irradiation;
With trichloroisocyanuric acid In dichloromethane at 20℃; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; for 4h; Wavelength; Inert atmosphere; Irradiation;
With N-chloro-succinimide; thio-xanthene-9-one In acetonitrile at 20℃; for 7h; Irradiation;
thionyl chloride
7719-09-7

thionyl chloride

biphenyl-4-carboxylic acid
92-92-2

biphenyl-4-carboxylic acid

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
With potassium permanganate at 70℃; for 3h;
biphenyl-4-yl methanol
3597-91-9

biphenyl-4-yl methanol

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
With trichloroisocyanuric acid In dichloromethane at 20℃; for 120h; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; Inert atmosphere;
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

butyryl chloride
141-75-3

butyryl chloride

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 100℃; for 16h; Sealed tube; Inert atmosphere;
potassium phenyltrifluoborate

potassium phenyltrifluoborate

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran; water / 100 °C
1.2: 1 h / 100 °C
2.1: oxalyl dichloride; N,N-dimethyl-formamide / 1,2-dichloro-ethane / 1 h / 20 °C / Inert atmosphere
View Scheme
4-methoxycarbonylphenyl bromide
619-42-1

4-methoxycarbonylphenyl bromide

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran; water / 100 °C
1.2: 1 h / 100 °C
2.1: oxalyl dichloride; N,N-dimethyl-formamide / 1,2-dichloro-ethane / 1 h / 20 °C / Inert atmosphere
View Scheme
(+/-)-(3aα,4α,5β,6aα)-4-(acetyloxymethyl)-5-hydroxyhexahydro-2H-cyclopentafuran-2-one
77449-66-2

(+/-)-(3aα,4α,5β,6aα)-4-(acetyloxymethyl)-5-hydroxyhexahydro-2H-cyclopentafuran-2-one

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

(3aα,4α,5β,6aα)-4-acetoxymethyl-5-(1,1'-biphenyl-4-carbonyloxy)-hexahydro-2H-cyclopenta(b)furan-2-one
38361-04-5, 93132-99-1, 127127-97-3

(3aα,4α,5β,6aα)-4-acetoxymethyl-5-(1,1'-biphenyl-4-carbonyloxy)-hexahydro-2H-cyclopenta(b)furan-2-one

Conditions
ConditionsYield
With triethylamine In dichloromethane for 24.5h; Ambient temperature;100%
4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

2-benzylamino-4-[4-(1-ethoxycarbonyl-1-methyl-ethoxy)-phenoxy]-butyric acid ethyl ester
518343-99-2

2-benzylamino-4-[4-(1-ethoxycarbonyl-1-methyl-ethoxy)-phenoxy]-butyric acid ethyl ester

2-[benzyl-(biphenyl-4-carbonyl)-amino]-4-[4-(1-ethoxycarbonyl-1-methyl-ethoxy)-phenoxy]-butyric acid ethyl ester
518344-01-9

2-[benzyl-(biphenyl-4-carbonyl)-amino]-4-[4-(1-ethoxycarbonyl-1-methyl-ethoxy)-phenoxy]-butyric acid ethyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 12h;100%
With triethylamine In dichloromethane687 mg (100%)
4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

(4R,5aS,7aS,7bR)-5,5a,6,7,7a,7b-hexahydro-7b-hydroxy-4-methyl-indeno[1,7-bc]furan-2(4H)-one
133613-71-5

(4R,5aS,7aS,7bR)-5,5a,6,7,7a,7b-hexahydro-7b-hydroxy-4-methyl-indeno[1,7-bc]furan-2(4H)-one

biphenyl-4-carboxylic acid 6-methyl-1-oxo-2a,3,4,4a,5,6-hexahydro-1H-2-oxa-cyclopenta[cd]inden-7b-yl ester

biphenyl-4-carboxylic acid 6-methyl-1-oxo-2a,3,4,4a,5,6-hexahydro-1H-2-oxa-cyclopenta[cd]inden-7b-yl ester

Conditions
ConditionsYield
In acetonitrile100%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

4-phenylbenzoyl chloride

4-phenylbenzoyl chloride

Conditions
ConditionsYield
With sodium hydroxide In water at 0℃;100%
With triethylamine In tetrahydrofuran for 0.5h;96%
With sodium hydroxide In water for 12h; Cooling with ice;82%
With triethylamine In tetrahydrofuran at 20℃;55%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

C21H19NO
945918-18-3

C21H19NO

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water99%
4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

N-hydroxy-[1,1'-biphenyl]-4-carboxamide
106359-54-0

N-hydroxy-[1,1'-biphenyl]-4-carboxamide

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium hydrogencarbonate In water; ethyl acetate at 20℃; for 0.0833333h;99%
With hydroxylamine hydrochloride; triethylamine
With hydroxylamine hydrochloride; sodium hydroxide In tetrahydrofuran; water at 20℃; for 2h;
L-serine benzyl ester hydrochloride
60022-62-0

L-serine benzyl ester hydrochloride

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

(S)-benzyl 2-biphenyl-4-ylcarboxamido-3-hydroxypropanoate
1226954-66-0

(S)-benzyl 2-biphenyl-4-ylcarboxamido-3-hydroxypropanoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 50℃; Inert atmosphere;99%
4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

(bpy)CuSCF3

(bpy)CuSCF3

S-(trifluoromethyl)(S)-2-(6-methoxynaphthalen-2-yl)propanethioate

S-(trifluoromethyl)(S)-2-(6-methoxynaphthalen-2-yl)propanethioate

Conditions
ConditionsYield
In 1,4-dioxane at 25℃; for 1.5h; Inert atmosphere;99%
5-chloro-1-(4-fluorobenzyl)-1H-indole

5-chloro-1-(4-fluorobenzyl)-1H-indole

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

C28H19ClFNO

C28H19ClFNO

Conditions
ConditionsYield
Stage #1: 4-biphenyl-carboxylic acid chloride With iron(III) chloride In dichloromethane at 25℃; for 1h;
Stage #2: 5-chloro-1-(4-fluorobenzyl)-1H-indole In dichloromethane at 25℃; for 12h;
98.4%
(S)-valinol
2026-48-4

(S)-valinol

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

4-{N-[(1'S)-isopropyl-2'-hydroxyethyl]carboxamido}-1,1'-biphenyl
890933-60-5

4-{N-[(1'S)-isopropyl-2'-hydroxyethyl]carboxamido}-1,1'-biphenyl

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;98%
4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

ethyl (3R,S)-2,2-difluoro-3-hydroxy-(2,2-dimethyldioxolpent-4-yl)propionate
928797-50-6

ethyl (3R,S)-2,2-difluoro-3-hydroxy-(2,2-dimethyldioxolpent-4-yl)propionate

ethyl 2,2-difluoro-3-(4-biphenylcarbonyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)propionate
1241891-43-9

ethyl 2,2-difluoro-3-(4-biphenylcarbonyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)propionate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 6h;98%
2-phenylpropylamine
582-22-9

2-phenylpropylamine

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

C22H21NO
1427266-37-2

C22H21NO

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.666667h;98%
4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

Phenyl 2,3,6-tri-O-benzyl-4-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside
250335-04-7

Phenyl 2,3,6-tri-O-benzyl-4-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Phenyl 2,3,6-tri-O-benzyl-4-O-[4-O-(4-phenylbenzoyl)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl]-1-thio-β-D-glucopyranoside

Phenyl 2,3,6-tri-O-benzyl-4-O-[4-O-(4-phenylbenzoyl)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl]-1-thio-β-D-glucopyranoside

Conditions
ConditionsYield
With dmap In dichloromethane at -7℃; for 0.25h; Esterification;97%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

N-(2-cyanoethyl)biphenyl-4-carboxyamide
890714-00-8

N-(2-cyanoethyl)biphenyl-4-carboxyamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 0.5h;97%
2,2-bis(3,4-dimethoxyphenyl)ethanamine
87519-61-7

2,2-bis(3,4-dimethoxyphenyl)ethanamine

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

N-(2,2-bis(3,4-dimethoxyphenyl)ethyl)-[1,1'-biphenyl]-4-carboxamide
1427266-31-6

N-(2,2-bis(3,4-dimethoxyphenyl)ethyl)-[1,1'-biphenyl]-4-carboxamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.666667h;97%
4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

(2S,3R)-1-(Biphenyl-4-carbonyl)-3-phenyl-aziridine-2-carboxylic acid methyl ester
129867-24-9, 129939-58-8, 129939-59-9, 139685-73-7

(2S,3R)-1-(Biphenyl-4-carbonyl)-3-phenyl-aziridine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane for 2h; Ambient temperature;96%
Methyl (2S,3R)-(+)-3-phenylaziridine-2-carboxylate
127053-48-9

Methyl (2S,3R)-(+)-3-phenylaziridine-2-carboxylate

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

(2S,3R)-1-(Biphenyl-4-carbonyl)-3-phenyl-aziridine-2-carboxylic acid methyl ester
129939-58-8

(2S,3R)-1-(Biphenyl-4-carbonyl)-3-phenyl-aziridine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane for 2h; Ambient temperature;96%
4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

diethyl (2S,3S)-(+)-aziridine-2,3-dicarboxylate
136314-88-0

diethyl (2S,3S)-(+)-aziridine-2,3-dicarboxylate

(2S,3S)-1-(Biphenyl-4-carbonyl)-aziridine-2,3-dicarboxylic acid diethyl ester
136205-67-9

(2S,3S)-1-(Biphenyl-4-carbonyl)-aziridine-2,3-dicarboxylic acid diethyl ester

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane for 18h; Ambient temperature;96%
4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

phenyl 2I,3I,2II,3II-tetra-O-benzyl-4II,6II-O-benzylidene-1I-thio-β-maltoside
259742-19-3

phenyl 2I,3I,2II,3II-tetra-O-benzyl-4II,6II-O-benzylidene-1I-thio-β-maltoside

Phenyl 2,3-di-O-benzyl-4-O-(4,6-di-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)-6-O-(4-phenylbenzoyl)-1-thio-β-D-glucopyranoside
309913-21-1

Phenyl 2,3-di-O-benzyl-4-O-(4,6-di-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)-6-O-(4-phenylbenzoyl)-1-thio-β-D-glucopyranoside

Conditions
ConditionsYield
With dmap In dichloromethane at -10 - -7℃; for 0.25h; Esterification;96%
4-amino-3-methylphenol
2835-99-6

4-amino-3-methylphenol

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

A

4-hydroxy-2-methylphenyl-4-pheenylbenzamide

4-hydroxy-2-methylphenyl-4-pheenylbenzamide

B

4-hydroxy-2-methylphenyl-4-phenylbenzamide

4-hydroxy-2-methylphenyl-4-phenylbenzamide

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamideA n/a
B 96%
C29H60O4Si

C29H60O4Si

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

C42H68O5Si

C42H68O5Si

Conditions
ConditionsYield
With pyridine; dmap at 20℃; for 15h;96%
C27H42N4O6

C27H42N4O6

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

C40H50N4O7

C40H50N4O7

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.5h;96%
3-(3-nitro-1H-1,2,4-triazol-1-yl)propan-1-amine
1179611-61-0

3-(3-nitro-1H-1,2,4-triazol-1-yl)propan-1-amine

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

N-[3-(3-nitro-1H-1,2,4-triazol-1-yl)propyl]-4-phenylbenzamide
1379795-11-5

N-[3-(3-nitro-1H-1,2,4-triazol-1-yl)propyl]-4-phenylbenzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 12h; Inert atmosphere;96%
(1S,2R,9aS)-5-methoxy-1-(methoxymethoxymethyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol

(1S,2R,9aS)-5-methoxy-1-(methoxymethoxymethyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

[(1S,2R,9aS)-5-methoxy-1-(methoxymethoxymethyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-yl] 4-phenylbenzoate

[(1S,2R,9aS)-5-methoxy-1-(methoxymethoxymethyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-yl] 4-phenylbenzoate

Conditions
ConditionsYield
With pyridine at 50 - 60℃; Inert atmosphere;96%
4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

ethanethiol
75-08-1

ethanethiol

S-ethyl 4-phenylbenzothioate

S-ethyl 4-phenylbenzothioate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 1.5h; Inert atmosphere;95.6%
4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

C80H112O24

C80H112O24

C184H176O32

C184H176O32

Conditions
ConditionsYield
With dmap; triethylamine In tetrahydrofuran at 20℃;95%
With dmap; triethylamine In tetrahydrofuran at 20℃;
4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,5-dimethoxyaniline
1004782-80-2

4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,5-dimethoxyaniline

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxy-5-(4-biphenylcarboxamido)benzene
1004782-93-7

2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,4-dimethoxy-5-(4-biphenylcarboxamido)benzene

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 2h;95%
4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

trans-(1R,2R)-6-nitro-1-aminoindan-2-ol
505083-08-9

trans-(1R,2R)-6-nitro-1-aminoindan-2-ol

N-((1R,2R)-2-hydroxy-6-nitro-indan-1-yl)-biphenyl-4-carboxamide
505083-10-3

N-((1R,2R)-2-hydroxy-6-nitro-indan-1-yl)-biphenyl-4-carboxamide

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water for 5 - 6h;95%
diethyl aminomalonate hydrochloride
13433-00-6

diethyl aminomalonate hydrochloride

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

diethyl [(biphenyl-4-ylcarbonyl)amino]propanedioate
518344-03-1

diethyl [(biphenyl-4-ylcarbonyl)amino]propanedioate

Conditions
ConditionsYield
With triethylamine In chloroform for 3h; Cooling with ice;95%

14002-51-8Relevant articles and documents

Thioester-appended organosilatranes: Synthetic investigations and application in the modification of magnetic silica surfaces

Singh, Gurjaspreet,Rani, Sunita,Arora, Aanchal,Aulakh, Darpandeep,Wriedt, Mario

, p. 6200 - 6213 (2016)

The present investigation discloses a series of new organosilicon derivatives (3a-k) tailored with substituted benzoic acid modules (1a-k) via thioesterification with 3-mercaptopropylsilatrane (MPS). Product formation was authenticated using elemental analyses and different spectroscopic methods comprising FT-IR, NMR [1H, 13C] and LC-MS (Q-TOF). Thereafter, complete structural elucidation of compounds 3c and 3f was achieved by the single crystal X-ray technique. Photo-electronic inspection of all compounds by UV-Vis spectroscopy revealed their sensitivity towards substitution patterns. In addition, this is the first time that the potential of a silatranyl moiety has been tested for the modification of a silica surface pre-decorated with a magnetite core. The synthesis was achieved through a facile methodology involving chemical bonding at each stage, which proceeded without any external surfactant or template. The course of the reaction was followed by FT-IR, UV-Vis, XRD, TEM, FESEM, EDX and TGA techniques. Furthermore, the hybrid nanomaterial possessed significant sensorial ability toward copper ions, which makes the present protocol favourable for the construction of a new class of chelating ligands with an in-built multifunctional nanodevice.

Regulation of a cerium(iv)-driven O2 evolution reaction using composites of liposome and lipophilic ruthenium complexes

Koshiyama, Tomomi,Kanda, Nao,Iwata, Koki,Honjo, Masayuki,Asada, Sana,Hatae, Tatsuru,Tsuji, Yasuhiro,Yoshida, Masaki,Okamura, Masaya,Kuga, Reiko,Masaoka, Shigeyuki,Ohba, Masaaki

, p. 15126 - 15129 (2015)

A composite containing a liposome and a lipophilic ruthenium complex was synthesized to regulate an O2 evolution reaction using cerium(iv) ammonium nitrate as an oxidizing reagent. We found that the surrounding environment of the reaction centre is an important factor for controlling the O2 evolution catalytic reaction. We successfully regulated the reaction activity using the linker length of the lipophilic ligand and using the head groups of the phospholipid component.

Purposeful regioselectivity control of the Birch reductive alkylation of biphenyl-4-carbonitrile

Fedyushin, Pavel A.,Peshkov, Roman Yu.,Panteleeva, Elena V.,Tretyakov, Evgeny V.,Beregovaya, Irina V.,Gatilov, Yuri V.,Shteingarts, Vitalij D.

, p. 842 - 851 (2018)

Birch's reductive alkylation of biphenyl-4-carbonitrile (1) provides alkylated 1,4-dihydroderivatives of various structural types: 4-alkyl-4-phenylcyclohexa-2,5-dienone, 1,4-dialkyl-4-phenylcyclohexa-2,5-dienecarbonitrile (with the same or different alkyl fragments), and 4-(1-alkylcyclohexa-2,5-dienyl)benzonitrile. Each of these products become dominant depending on the nature of long-living anionic form generated from 1, namely, the stable product of two-electrons reduction – dianion (12?); 1-alkyl-4-cyano-1-phenylcyclohexa-2,5-dien-4-yl anion (1-Alk1–), originated due to the alkylation of dianion 12? at the position 1 of biphenyl moiety; or 1-(4-cyanophenyl)cyclohexa-2,5-dien-1-yl anion (1-H4’–), being the product of dianion 12? protonation at position 4′ by protonating reagent (MeOH or NH4Cl). The orientation of alkyl fragment incorporation into biphenyl-4-carbonitrile scaffold is in agreement with calculated electronic structure of the anionic species under investigation. The dominating type of their reactivity towards alkyl halides proved to be nucleophilic (SN2 mechanism).

Photochemical Activation of Aromatic Aldehydes: Synthesis of Amides, Hydroxamic Acids and Esters

Nikitas, Nikolaos F.,Apostolopoulou, Mary K.,Skolia, Elpida,Tsoukaki, Anna,Kokotos, Christoforos G.

supporting information, p. 7915 - 7922 (2021/05/03)

A cheap, facile and metal-free photochemical protocol for the activation of aromatic aldehydes has been developed. Utilizing thioxanthen-9-one as the photocatalyst and cheap household lamps as the light source, a variety of aromatic aldehydes have been activated and subsequently converted in a one-pot reaction into amides, hydroxamic acids and esters in good to high yields. The applicability of this method was highlighted in the synthesis of Moclobemide, a drug against depression and social anxiety. Extended and detailed mechanistic studies have been conducted, in order to determine a plausible mechanism for the reaction.

KDM4B INHIBITORS FOR THE TREATMENT OF INFLAMMATORY DISEASES AND DISORDERS

-

, (2020/12/29)

The invention relates to KDM4B inhibitors, compositions comprising an effective amount of KDM4B inhibitors and methods for treating inflammatory diseases and disorders.

Process production method of (2'R)-2'-deoxy-2'-fluoro-2'-methyluridine

-

Paragraph 0034-0035, (2020/09/12)

The invention discloses a process production method of (2'R)-2'-deoxy-2'-fluoro-2'-methyluridine. The method comprises the following steps of: by taking (2R)-2-deoxy-2-fluoro-2-methyl-D-erythropentanoic acid GAMMA-lactone as a raw material, carrying out a

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