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50-45-3

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50-45-3 Usage

Chemical Properties

white to light yellow crystal powder

Uses

Different sources of media describe the Uses of 50-45-3 differently. You can refer to the following data:
1. 2,3-Dichlorobenzoic acid is the key intermediate for antiepileptic drug Lamotrigine (L173250) and other pharmaceuticals for the treatment of central nervous system (CNS) disorders and disease.
2. 2,3-Dichlorobenzoic Acid (Lamotrigine USP Related Compound B) is the key intermediate for antiepileptic drug Lamotrigine (L173250) and other pharmaceuticals for the treatment of central nervous system (CNS) disorders and disease.

General Description

2,3-Dichlorobenzoic acid is an intermediate metabolite of polychlorinated biphenyls (PCBs).

Purification Methods

Aromatic acid impurities (to <0.05%) can be removed via the (±)--methylbenzylamine salt as described for 2,4-dichlorobenzoic acid [Ley & Yates Organic Process Research & Development 12 120 2008.] Crystallise the acid from H2O, aqueous EtOH, or 30% aqueous AcOH and several times from *C6H6, then dry it in vacuo at 40o overnight. The methyl ester has m 35-39o . [Hope & Riley J Chem Soc 123 2478 1923, Lock Monatsh Chem 90 687 1959, Shorter & Mather J Chem Soc 4744 1961, Beilstein 9 II 228, 9 IV 998.]

Check Digit Verification of cas no

The CAS Registry Mumber 50-45-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 0 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 50-45:
(4*5)+(3*0)+(2*4)+(1*5)=33
33 % 10 = 3
So 50-45-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H4Cl2O2/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3H,(H,10,11)/p-1

50-45-3 Well-known Company Product Price

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  • Alfa Aesar

  • (A10522)  2,3-Dichlorobenzoic acid, 98%   

  • 50-45-3

  • 10g

  • 730.0CNY

  • Detail
  • Alfa Aesar

  • (A10522)  2,3-Dichlorobenzoic acid, 98%   

  • 50-45-3

  • 50g

  • 2917.0CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1368)  2,3-Dichlorobenzoicacid  pharmaceutical secondary standard; traceable to USP and PhEur

  • 50-45-3

  • PHR1368-100MG

  • 1,098.28CNY

  • Detail
  • Sigma-Aldrich

  • (Y0001032)  LamotrigineimpurityE  European Pharmacopoeia (EP) Reference Standard

  • 50-45-3

  • Y0001032

  • 1,880.19CNY

  • Detail
  • Sigma-Aldrich

  • (19468)  2,3-Dichlorobenzoicacid  pharmaceutical impurity standard

  • 50-45-3

  • 19468-50MG

  • 3,347.37CNY

  • Detail
  • USP

  • (1356778)  LamotrigineRelatedCompoundB  United States Pharmacopeia (USP) Reference Standard

  • 50-45-3

  • 1356778-20MG

  • 14,578.20CNY

  • Detail

50-45-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3-Dichlorobenzoic acid

1.2 Other means of identification

Product number -
Other names Benzoic acid,2,3-dichloro

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:50-45-3 SDS

50-45-3Synthetic route

carbon dioxide
124-38-9

carbon dioxide

1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

Conditions
ConditionsYield
Stage #1: 1,2-dichloro-benzene With n-butyllithium In tetrahydrofuran at -75℃; for 2h;
Stage #2: carbon dioxide In tetrahydrofuran
88%
1-(bromomethyl)-2,3-dichlorobenzene
57915-78-3

1-(bromomethyl)-2,3-dichlorobenzene

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

Conditions
ConditionsYield
With sodium periodate; sulfuric acid In water at 95℃; for 12h;84%
2,3-dichlorotoluene
32768-54-0

2,3-dichlorotoluene

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

Conditions
ConditionsYield
With sodium periodate; sulfuric acid; lithium bromide In water at 95℃; for 18h;75%
Stage #1: 2,3-dichlorotoluene With tert.-butylhydroperoxide; sodium hydroxide; tungsten(VI) oxide In water at 80℃; for 10h;
Stage #2: With hydrogenchloride In water
75%
With nitric acid at 140℃; im Druckrohr;
With alkaline permanganate
2,3-dichlorobenzylaldehyde
6334-18-5

2,3-dichlorobenzylaldehyde

A

2,3-dichlorobenzyl alcohol
38594-42-2

2,3-dichlorobenzyl alcohol

B

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

Conditions
ConditionsYield
With potassium hydroxide
2,3-dichlorobenzylaldehyde
6334-18-5

2,3-dichlorobenzylaldehyde

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

Conditions
ConditionsYield
With silver(l) oxide
With potassium permanganate In water; acetonitrile
Stage #1: 2,3-dichlorobenzylaldehyde With ammonia at -33℃; for 1h; Inert atmosphere;
Stage #2: With potassium permanganate for 1h; Inert atmosphere; Reflux;
benzoic acid
65-85-0

benzoic acid

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; potassium chlorate; water
With calcium chloride
carbon dioxide
124-38-9

carbon dioxide

1,2,3-trichlorobenzene
87-61-6

1,2,3-trichlorobenzene

A

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

B

3-chlorobenzoate
535-80-8

3-chlorobenzoate

C

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

D

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With tetrabutylammomium bromide In N,N-dimethyl-formamide at 5℃; electrolysis (I=0.4 A); Yield given. Further byproducts given. Yields of byproduct given;
2-amino-3-chlorobenzoic acid
6388-47-2

2-amino-3-chlorobenzoic acid

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

Conditions
ConditionsYield
(i) NaNO2, aq. HCl, (ii) aq. CuSO4, NH2OH*HCl, (iii) FeCl3, aq. HCl; Multistep reaction;
2,3-dichlorobenzamide
5980-24-5

2,3-dichlorobenzamide

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

Conditions
ConditionsYield
With sodium peroxide In water at 20℃; for 1h; Oxidation;
benzoic acid
65-85-0

benzoic acid

calcium chloride

calcium chloride

A

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

B

3,4-dichlorbenzoic acid
51-44-5

3,4-dichlorbenzoic acid

C

3-chlorobenzoate
535-80-8

3-chlorobenzoate

benzoic acid
65-85-0

benzoic acid

calcium chloride

calcium chloride

A

2,4,5-trichlorobenzoic acid
50-82-8

2,4,5-trichlorobenzoic acid

B

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

C

3,4-dichlorbenzoic acid
51-44-5

3,4-dichlorbenzoic acid

D

3-chlorobenzoate
535-80-8

3-chlorobenzoate

hydrogenchloride
7647-01-0

hydrogenchloride

benzoic acid
65-85-0

benzoic acid

potassium chlorate

potassium chlorate

A

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

B

3-chlorobenzoate
535-80-8

3-chlorobenzoate

C

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

D

3,4-dichloro-benzoic acid and 2,5-dichloro-benzoic acid

3,4-dichloro-benzoic acid and 2,5-dichloro-benzoic acid

α,α,α-trifluorotoluene
98-08-8

α,α,α-trifluorotoluene

antimonypentachloride
7647-18-9

antimonypentachloride

A

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

B

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

C

3-chlorobenzoate
535-80-8

3-chlorobenzoate

Conditions
ConditionsYield
Chlorierung; anschliessende Verseifung;
2,3-dichlorotoluene
32768-54-0

2,3-dichlorotoluene

KMnO4

KMnO4

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

carbon dioxide
124-38-9

carbon dioxide

1,2,3-trichlorobenzene
87-61-6

1,2,3-trichlorobenzene

A

2,3,4-trichlorobenzoic acid
50-75-9

2,3,4-trichlorobenzoic acid

B

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

C

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
Stage #1: 1,2,3-trichlorobenzene With sec.-butyllithium In tetrahydrofuran; cyclohexane at -75℃; for 0.75h;
Stage #2: carbon dioxide In tetrahydrofuran; cyclohexane Title compound not separated from byproducts;
A 13 % Chromat.
B 5.7 % Chromat.
C 67 % Chromat.
2,3-dichlorobenzoic acid sodium salt
118537-84-1

2,3-dichlorobenzoic acid sodium salt

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; water pH=1 - 2;
2,3-dichlorobenzonitrile
6574-97-6

2,3-dichlorobenzonitrile

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70 percent H2SO4 / 70 °C
2: sodium peroxide / H2O / 1 h / 20 °C
View Scheme
Stage #1: 2,3-dichlorobenzonitrile With sodium hydroxide; water In methanol at 5 - 10℃; for 10h; Heating / reflux;
Stage #2: With hydrogenchloride
2,3-dichloroaniline
608-27-5

2,3-dichloroaniline

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: NaNO2; aq. HCl
1.2: copper(I) cyanide / H2O / 0.33 h / 20 °C
2.1: 70 percent H2SO4 / 70 °C
3.1: sodium peroxide / H2O / 1 h / 20 °C
View Scheme
2-methylchlorobenzene
95-49-8

2-methylchlorobenzene

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: MoCl5 / beim Chlorieren
2: alkaline permanganate
View Scheme
2-chloro-3-methylaniline
29027-17-6

2-chloro-3-methylaniline

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Diazotization.Behandlung der Diazoniumchloridloesung mit Cuprochlorid
2: diluted nitric acid / 140 °C / im Druckrohr
View Scheme
toluene
108-88-3

toluene

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: MoCl5 / beim Chlorieren
2: alkaline permanganate
View Scheme
Multi-step reaction with 2 steps
1: MoCl5 / beim Chlorieren
2: diluted nitric acid / 140 °C / im Druckrohr
View Scheme
N-(2-chloro-6-methylphenyl)acetamide
21352-09-0

N-(2-chloro-6-methylphenyl)acetamide

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) aq. KMnO4, (ii) aq. H2SO4
2: (i) NaNO2, aq. HCl, (ii) aq. CuSO4, NH2OH*HCl, (iii) FeCl3, aq. HCl
View Scheme
para-dichlorobenzene
106-46-7

para-dichlorobenzene

1,2,3-trichlorobenzene
87-61-6

1,2,3-trichlorobenzene

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

C7H3Cl2O2(1-)*C25H30N3(1+)

C7H3Cl2O2(1-)*C25H30N3(1+)

A

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

B

crystal violet carbinol base
467-63-0

crystal violet carbinol base

Conditions
ConditionsYield
With water In chlorobenzene at 28℃; Equilibrium constant;
sodium cyanide
773837-37-9

sodium cyanide

2,3-dichlorobenzoyl chloride
2905-60-4

2,3-dichlorobenzoyl chloride

A

2,3-dichlorobenzoyl cyanide
77668-42-9

2,3-dichlorobenzoyl cyanide

B

2,3-dichlorobenzoic acid anhydride
252186-80-4

2,3-dichlorobenzoic acid anhydride

C

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

D

C16H6Cl4N2O2

C16H6Cl4N2O2

Conditions
ConditionsYield
With copper(l) chloride In para-xylene; acetonitrile Reagent/catalyst; Solvent;
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

2,3-dichlorobenzoyl chloride
2905-60-4

2,3-dichlorobenzoyl chloride

Conditions
ConditionsYield
Stage #1: 2,3-dichlorbenzoic acid With N,N-dimethyl-formamide In dichloromethane at 0℃; for 0.0833333h;
Stage #2: With oxalyl dichloride In dichloromethane at 20℃; for 12h;
100%
With thionyl chloride for 2h; Inert atmosphere; Reflux;88%
With thionyl chloride
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

4-((6-(1-tert-butyl-3-methyl-1H-pyrazol-5-ylamino)-5-fluoropyridin-2-yl)methyl)piperidine-4-carbonitrile

4-((6-(1-tert-butyl-3-methyl-1H-pyrazol-5-ylamino)-5-fluoropyridin-2-yl)methyl)piperidine-4-carbonitrile

4-((6-(1-tert-butyl-3-methyl-1H-pyrazol-5-ylamino)-5-fluoropyridin-2-yl)methyl)-1-(2,3-dichlorobenzoyl)piperidine-4-carbonitrile

4-((6-(1-tert-butyl-3-methyl-1H-pyrazol-5-ylamino)-5-fluoropyridin-2-yl)methyl)-1-(2,3-dichlorobenzoyl)piperidine-4-carbonitrile

Conditions
ConditionsYield
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 20℃;100%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water; acetonitrile at 20℃;100%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

2-[5-amino-2-[(1r,4r)-4-(hydroxymethyl)cyclohexyl]indazol-6-yl]propan-2-ol

2-[5-amino-2-[(1r,4r)-4-(hydroxymethyl)cyclohexyl]indazol-6-yl]propan-2-ol

2,3-dichloro-N-(2-((1r,4r)-4-(hydroxymethyl)cyclohexyl)-6-(2-hydroxypropan-2-yl)-2H-indazol-5-yl)benzamide

2,3-dichloro-N-(2-((1r,4r)-4-(hydroxymethyl)cyclohexyl)-6-(2-hydroxypropan-2-yl)-2H-indazol-5-yl)benzamide

Conditions
ConditionsYield
With 2-chloro-1-methyl-pyridinium iodide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 0.5h; Inert atmosphere;97%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

2,2,2-trichloroethyl salicylate
56529-85-2

2,2,2-trichloroethyl salicylate

2,3-Dichloro-benzoic acid 2-(2,2,2-trichloro-ethoxycarbonyl)-phenyl ester
88875-67-6

2,3-Dichloro-benzoic acid 2-(2,2,2-trichloro-ethoxycarbonyl)-phenyl ester

Conditions
ConditionsYield
With methanesulfonyl chloride In pyridine; toluene for 10h; Ambient temperature;96%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

2,3-Dichlorobenzoic acid methyl ester
2905-54-6

2,3-Dichlorobenzoic acid methyl ester

Conditions
ConditionsYield
With sulfuric acid In methanol Reflux;92%
With sulfuric acid In methanol92%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

acetone
67-64-1

acetone

2-oxopropyl 2,3-dichlorobenzoate

2-oxopropyl 2,3-dichlorobenzoate

Conditions
ConditionsYield
With sodium chlorite; potassium iodide at 100℃; for 24h; Schlenk technique;88%
2-thiazolylamine
96-50-4

2-thiazolylamine

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

9-chloro-5H-[1,3]-thiazolo[2,3-b]quinazolin-5-one

9-chloro-5H-[1,3]-thiazolo[2,3-b]quinazolin-5-one

Conditions
ConditionsYield
With copper; potassium carbonate In N,N-dimethyl-formamide at 25℃; for 0.25h; sonication;86%
With copper Ullmann condensation; Sonication;
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

dibenzo[b,d]bromol-5-ium methanesulfonate

dibenzo[b,d]bromol-5-ium methanesulfonate

A

C19H11BrCl2O2

C19H11BrCl2O2

B

2'-bromo-[1,1'-biphenyl]-3-yl 2,3-dichlorobenzoate

2'-bromo-[1,1'-biphenyl]-3-yl 2,3-dichlorobenzoate

Conditions
ConditionsYield
With caesium carbonate In dichloromethane at 20℃; for 16h; Inert atmosphere; Schlenk technique;A n/a
B 86%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

3-Chloro-2-hydroxybenzoic acid
1829-32-9

3-Chloro-2-hydroxybenzoic acid

Conditions
ConditionsYield
With pyridine; copper; potassium carbonate In water for 2h; Heating;85%
With copper(l) iodide; copper; potassium carbonate at 180℃; under 7355.08 Torr;
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

2,4-diaminophenol
95-86-3

2,4-diaminophenol

2-(2,3-dichlorophenyl)benzo[d]oxazol-5-amine
339197-79-4

2-(2,3-dichlorophenyl)benzo[d]oxazol-5-amine

Conditions
ConditionsYield
With polyphosphoric acid at 110 - 120℃; for 16h;83%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

C7H5BCl2O4

C7H5BCl2O4

Conditions
ConditionsYield
Stage #1: 2,3-dichlorbenzoic acid With potassium fluoride In tetrahydrofuran Large scale;
Stage #2: With 2,2,6,6-tetramethylpiperidinyl-lithium at -78 - -70℃; for 1.5h; Large scale;
Stage #3: With Triisopropyl borate In tetrahydrofuran at -78 - -70℃; for 1.16667h; Large scale;
82.3%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

2-amino-3-chlorobenzoic acid
6388-47-2

2-amino-3-chlorobenzoic acid

Conditions
ConditionsYield
With ammonia; copper(l) chloride In methanol at 130℃; under 22801.5 Torr; for 20h; Pressure; Solvent; Autoclave;81%
With hydrogenchloride; sodium hydroxide; aqueous NH3; ammonia; copper(l) chloride In water
With sodium hydroxide; ammonia; copper(l) chloride In water
ethene
74-85-1

ethene

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

6,7-Dichloroindan-1-one
68755-30-6

6,7-Dichloroindan-1-one

Conditions
ConditionsYield
Stage #1: 2,3-dichlorbenzoic acid With thionyl chloride In benzene Heating / reflux;
Stage #2: ethene With aluminum (III) chloride In 1,1-dichloroethane at 10 - 20℃;
Stage #3: With aluminum (III) chloride; sodium chloride at 130 - 180℃; for 2h;
80%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

N-[3-(3-aminophenyl)imidazo[1,2-a]pyridin-8-yl]benzamide

N-[3-(3-aminophenyl)imidazo[1,2-a]pyridin-8-yl]benzamide

N-{3-[8-(benzoylamino)imidazo[1,2-a]pyridin-3-yl]phenyl}-2,3-dichlorobenzamide

N-{3-[8-(benzoylamino)imidazo[1,2-a]pyridin-3-yl]phenyl}-2,3-dichlorobenzamide

Conditions
ConditionsYield
With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 70℃; for 2h;80%
Allyl acetate
591-87-7

Allyl acetate

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

2-allyl-5,6-dichloro-benzoic acid

2-allyl-5,6-dichloro-benzoic acid

Conditions
ConditionsYield
With potassium phosphate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 at 60℃; for 16h; Inert atmosphere;80%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

N-Methylnicotinamide
114-33-0

N-Methylnicotinamide

water
7732-18-5

water

copper(II) acetate monohydrate
6046-93-1

copper(II) acetate monohydrate

C28H26Cl4CuN4O8*H2O

C28H26Cl4CuN4O8*H2O

Conditions
ConditionsYield
for 72h;79%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

2-(2-pyridyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine

2-(2-pyridyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine

C19H14Cl2N4O*(x)ClH

C19H14Cl2N4O*(x)ClH

Conditions
ConditionsYield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 25℃; for 10h; Reagent/catalyst;76%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

methyl iodide
74-88-4

methyl iodide

C17H14Cl2O5

C17H14Cl2O5

Conditions
ConditionsYield
Stage #1: 2,3-dichlorbenzoic acid; 2-Methoxybenzoic acid With manganese(IV) oxide; di-μ-chlorobis(norbornadiene)dirhodium(I) In water at 150℃; for 24h; Sealed tube;
Stage #2: methyl iodide With potassium carbonate In water; acetone at 60℃; for 24h; regiospecific reaction;
76%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

1-phenyl-4,5,6,7-tetrahydro-1H-[1,2,3]triazolo[4,5-c]pyridine
98175-84-9

1-phenyl-4,5,6,7-tetrahydro-1H-[1,2,3]triazolo[4,5-c]pyridine

5-[(2,3-dichlorophenyl)carbonyl]-1-phenyl-4,5,6,7-tetrahydro-1H-[1,2,3]triazolo[4,5-c]pyridine

5-[(2,3-dichlorophenyl)carbonyl]-1-phenyl-4,5,6,7-tetrahydro-1H-[1,2,3]triazolo[4,5-c]pyridine

Conditions
ConditionsYield
With triethylamine; HATU In dichloromethane75%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

(4-benzothiazol-2-yl-piperazin-1-yl)acetic acid hydrazide
1266359-97-0

(4-benzothiazol-2-yl-piperazin-1-yl)acetic acid hydrazide

2,3-dichlorobenzoic acid N-[2-(4-benzothiazol-2-ylpiperazin-1-yl)acetyl]hydrazide

2,3-dichlorobenzoic acid N-[2-(4-benzothiazol-2-ylpiperazin-1-yl)acetyl]hydrazide

Conditions
ConditionsYield
Stage #1: 2,3-dichlorbenzoic acid; (4-benzothiazol-2-yl-piperazin-1-yl)acetic acid hydrazide With 2,6-dimethylpyridine In dichloromethane at 25 - 30℃; for 0.5h;
Stage #2: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In dichloromethane at 0 - 5℃;
75%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

1-phenyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine
87673-89-0

1-phenyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine

(2,3-dichlorophenyl)(1-phenyl-6,7-dihydro-1H-imidazo[4,5-c]pyridin-5(4H)-yl)methanone

(2,3-dichlorophenyl)(1-phenyl-6,7-dihydro-1H-imidazo[4,5-c]pyridin-5(4H)-yl)methanone

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;75%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

4-methyl-2-(pyridine-3-yl)thiazole-5-carbohydrazide

4-methyl-2-(pyridine-3-yl)thiazole-5-carbohydrazide

C17H10Cl2N4OS

C17H10Cl2N4OS

Conditions
ConditionsYield
Stage #1: 2,3-dichlorbenzoic acid With silica gel; trichlorophosphate at 20℃; for 0.5h;
Stage #2: 4-methyl-2-(pyridine-3-yl)thiazole-5-carbohydrazide at 100℃; for 5h;
74%
1,2,3-Benzotriazole
95-14-7

1,2,3-Benzotriazole

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

(1H-benzo[d][1,2,3]triazol-1-yl)(2,3-dichlorophenyl)methanone

(1H-benzo[d][1,2,3]triazol-1-yl)(2,3-dichlorophenyl)methanone

Conditions
ConditionsYield
Stage #1: 2,3-dichlorbenzoic acid With trichloroisocyanuric acid; triphenylphosphine In dichloromethane at 20℃; for 0.5h;
Stage #2: 1,2,3-Benzotriazole In dichloromethane at 20℃;
74%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

1H-indazol-5-ylamine
19335-11-6

1H-indazol-5-ylamine

2,3-dichloro-N-(1H-indazol-5-yl)benzamide

2,3-dichloro-N-(1H-indazol-5-yl)benzamide

Conditions
ConditionsYield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃;73%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

trimethylsulphonium hydroxide
17287-03-5

trimethylsulphonium hydroxide

2,3-Dichlorobenzoic acid methyl ester
2905-54-6

2,3-Dichlorobenzoic acid methyl ester

Conditions
ConditionsYield
In ethyl acetate at 20℃; for 2h; Esterification;72%
2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

3-(4-amino-5-mercapto-4H-1,2,4-triazol-3-yl)-1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one
1216936-53-6

3-(4-amino-5-mercapto-4H-1,2,4-triazol-3-yl)-1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one

3-{6-(2,3-dichlorophenyl)-1,2,4-triazolo[3,4-b][1,3,4]thiadiazol-3-yl}-1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one
1334936-30-9

3-{6-(2,3-dichlorophenyl)-1,2,4-triazolo[3,4-b][1,3,4]thiadiazol-3-yl}-1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one

Conditions
ConditionsYield
Stage #1: 3-(4-amino-5-mercapto-4H-1,2,4-triazol-3-yl)-1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one With phosphoric acid at 50 - 60℃;
Stage #2: 2,3-dichlorbenzoic acid at 180 - 200℃; for 3h;
Stage #3: With ammonia In water
71%
3,4-diaminopyridine
54-96-6

3,4-diaminopyridine

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

2-(2,3-dichlorophenyl)-5H-imidazo[4,5-c]pyridine
1196131-11-9

2-(2,3-dichlorophenyl)-5H-imidazo[4,5-c]pyridine

Conditions
ConditionsYield
With PPA at 190℃; for 3h;70%

50-45-3Relevant articles and documents

Photo-induced deep aerobic oxidation of alkyl aromatics

Wang, Chang-Cheng,Zhang, Guo-Xiang,Zuo, Zhi-Wei,Zeng, Rong,Zhai, Dan-Dan,Liu, Feng,Shi, Zhang-Jie

, p. 1487 - 1492 (2021/07/10)

Oxidation is a major chemical process to produce oxygenated chemicals in both nature and the chemical industry. Presently, the industrial manufacture of benzoic acids and benzene polycarboxylic acids (BPCAs) is mainly based on the deep oxidation of polyalkyl benzene, which is somewhat suffering from environmental and economical disadvantage due to the formation of ozone-depleting MeBr and corrosion hazards of production equipment. In this report, photo-induced deep aerobic oxidation of (poly)alkyl benzene to benzene (poly)carboxylic acids was developed. CeCl3 was proved to be an efficient HAT (hydrogen atom transfer) catalyst in the presence of alcohol as both hydrogen and electron shuttle. Dioxygen (O2) was found as a sole terminal oxidant. In most cases, pure products were easily isolated by simple filtration, implying large-scale implementation advantages. The reaction provides an ideal protocol to produce valuable fine chemicals from naturally abundant petroleum feedstocks. [Figure not available: see fulltext.].

Direct conversion of aromatic aldehydes into benzamides via oxidation with potassium permanganate in liquid ammonia

Antoniak, Damian,Sakowicz, Arkadiusz,Loska, Rafa?,Makosza, Mieczys?aw

supporting information, p. 84 - 86 (2015/02/05)

Oxidation of aromatic aldehydes by KMnO4 in liquid ammonia gives amides directly. The reaction proceeds satisfactorily when the aldehydes are activated by electron-withdrawing substituents on the ring.

INHIBITORS OF STEAROYL-COA DESATURASE

-

, (2009/06/27)

Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of diseases such as, for example, obesity.

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