2,3-Dichlorobenzoylcyanide supplier

Name
2,3-Dichlorobenzoylcyanide
EINECS 278-747-9
CAS No. 77668-42-9
Article Data11
CAS DataBase
Density 1.446 g/cm³
Solubility
Melting Point 52-53 °C(Solv: ligroine (8032-32-4))
Formula C₈H₃Cl₂NO
Boiling Point 309.4 °C at 760 mmHg
Molecular Weight 200.024
Flash Point 140.9 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms (2,3-Dichlorophenyl)oxoacetonitrile;2,3-Dichlorobenzoyl nitrile;
PSA 40.86000
LogP 2.69968

Synthetic route

: 2905-60-4
2,3-dichlorobenzoyl chloride

: 544-92-3
copper(I) cyanide

: 77668-42-9
2,3-dichlorobenzoyl cyanide

Conditions

Conditions	Yield
at 160 - 165℃; for 7h;	94.2%
at 35 - 165℃; for 4h; Product distribution / selectivity;	74%
With potassium iodide In chlorobenzene at 132 - 135℃; for 6h;

: 2905-60-4
2,3-dichlorobenzoyl chloride

: copper(l) cyanide

: 77668-42-9
2,3-dichlorobenzoyl cyanide

Conditions

Conditions	Yield
With potassium iodide In toluene for 1h; Inert atmosphere; Reflux;	84%
With cetyltrimethylammonim bromide In toluene at 110℃; for 12h; Kinetics; Reagent/catalyst; Solvent; Large scale;	77%
at 160℃; for 6h;

: 2905-60-4
2,3-dichlorobenzoyl chloride

: 143-33-9
sodium cyanide

: 77668-42-9
2,3-dichlorobenzoyl cyanide

Conditions

Conditions	Yield
With copper(l) iodide In acetonitrile at 20℃; for 6 - 9h;	80%

: 2905-60-4
2,3-dichlorobenzoyl chloride

: 544-92-3
copper(I) cyanide

A: 77668-42-9
2,3-dichlorobenzoyl cyanide

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

Conditions

Conditions	Yield
at 35 - 165℃; for 6h; Product distribution / selectivity;	A 57% B 6.9%

...Expand

: 2905-60-4
2,3-dichlorobenzoyl chloride

: 77668-42-9
2,3-dichlorobenzoyl cyanide

Conditions

Conditions	Yield
With copper(l) cyanide at 160 - 165℃; for 6h;

: 50-45-3
2,3-dichlorbenzoic acid

: 77668-42-9
2,3-dichlorobenzoyl cyanide

Conditions

Conditions	Yield
With thionyl chloride; mercury
Multi-step reaction with 2 steps 1: thionyl chloride / 2 h / Inert atmosphere; Reflux 2: cetyltrimethylammonim bromide / toluene / 12 h / 110 °C / Large scale View Scheme
Multi-step reaction with 2 steps 1: thionyl chloride / 6 h 2: 6 h / 160 °C View Scheme

: 2905-60-4
2,3-dichlorobenzoyl chloride

: 143-33-9
sodium cyanide

: 544-92-3
copper(I) cyanide

A: 77668-42-9
2,3-dichlorobenzoyl cyanide

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

Conditions

Conditions	Yield
at 35 - 165℃; for 10h; Product distribution / selectivity;

...Expand

: 50-45-3
2,3-dichlorbenzoic acid

: copper(l) cyanide

: 77668-42-9
2,3-dichlorobenzoyl cyanide

Conditions

Conditions	Yield
Stage #1: 2,3-dichlorbenzoic acid With thionyl chloride Stage #2: copper(l) cyanide

: 773837-37-9
sodium cyanide

: 2905-60-4
2,3-dichlorobenzoyl chloride

A: 77668-42-9
2,3-dichlorobenzoyl cyanide

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

C: 50-45-3
2,3-dichlorbenzoic acid

D: C16H6Cl4N2O2

Conditions

Conditions	Yield
With copper(l) chloride In para-xylene; acetonitrile Reagent/catalyst; Solvent;

...Expand

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: 2582-30-1
aminoguanidine bicarbonate

: 2-(2,3-dichlorophenyl)-2-(aminoguanidine)-acetonitrile

Conditions

Conditions	Yield
With methanesulfonic acid at 45℃; for 5h; Heating / reflux;	82%
With methanesulfonic acid In toluene at 45℃; for 10h; Heating / reflux;	79%
Stage #1: aminoguanidine bicarbonate With sulfuric acid In water at 25℃; for 0.5h; Stage #2: 2,3-dichlorobenzoyl cyanide In water at 60℃; for 6h; Stage #3: With sodium hydroxide; water at 25 - 60℃; for 1h; Product distribution / selectivity;	76.8%

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: 33828-98-7, 101671-27-6
3-phenylimino-2-indolinone

: 32816-69-6
2‐oxo‐3‐(phenylamino)indoline‐3‐carbonitrile

Conditions

Conditions	Yield
In methanol at 20℃; for 12h;	80%

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: 2582-30-1
aminoguanidine bicarbonate

: 2-(2,3-dichlorophenyl)-2-(guanidinylamino)acetonitrile

Conditions

Conditions	Yield
Stage #1: 2,3-dichlorobenzoyl cyanide; aminoguanidine bicarbonate With sulfuric acid In water at 55 - 60℃; for 6h; Stage #2: With sodium hydroxide In water at 20℃; for 0.5h; pH=9 - 10;	78%

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: 84689-20-3
2-(2,3-dichlorophenyl)-2-(guanidinoimino)acetonitrile

Conditions

Conditions	Yield
Stage #1: 2,3-dichlorobenzoyl cyanide With sulfuric acid; aminoguanidine bicarbonate In water; acetonitrile at 25 - 50℃; for 30h; Stage #2: With ammonia; water pH=6 - 7; Stage #3: With sodium hydroxide; water at 15 - 25℃; pH=9.5 - 10;	70.3%

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: 79-17-4
aminoguanidine

: 84689-20-3
2-(2,3-dichlorophenyl)-2-guanidinyliminoacetonitrile

Conditions

Conditions	Yield
With PPA In 1,2-dimethoxyethane	67%

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: (Z)-N-guanyl-2-(2,3-dichlorophenyl)-2-imino-acetonitrile sulfate

Conditions

Conditions	Yield
Stage #1: aminoguanidine bicarbonate With sulfur trioxide In methanesulfonic acid at 20℃; for 0.333333h; Stage #2: 2,3-dichlorobenzoyl cyanide In methanesulfonic acid at 45℃; for 4h;

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: aminoguanidinium tetrafluoroborate

: (Z)-N-guanyl-2-(2,3-dichlorophenyl)-2-imino-acetonitrile tetrafluoroborate

Conditions

Conditions	Yield
In diethyl ether; acetonitrile at 45℃; for 4h; Product distribution / selectivity;

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: aminoguanidinium tetrafluoroborate

: 84057-84-1
lamotrigine

Conditions

Conditions	Yield
Stage #1: 2,3-dichlorobenzoyl cyanide; aminoguanidinium tetrafluoroborate In diethyl ether; acetonitrile at 45℃; for 4h; Stage #2: With sodium hydroxide In diethyl ether; water; acetonitrile at 50 - 70℃; for 1h; pH=> 12; Product distribution / selectivity;

: tetrafluoroboric acid

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: (Z)-N-guanyl-2-(2,3-dichlorophenyl)-2-imino-acetonitrile tetrafluoroborate

Conditions

Conditions	Yield
Stage #1: tetrafluoroboric acid; aminoguanidine bicarbonate In water; acetonitrile at 15 - 30℃; for 0.166667 - 0.5h; Stage #2: 2,3-dichlorobenzoyl cyanide In water; acetonitrile at 45℃; for 5 - 6h; Product distribution / selectivity;

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: aminoguanidine bismesylate

: 84057-84-1
lamotrigine

Conditions

Conditions	Yield
Stage #1: 2,3-dichlorobenzoyl cyanide; aminoguanidine bismesylate With methanesulfonic acid In acetonitrile at 65 - 70℃; for 1h; Stage #2: With magnesium oxide In water; acetonitrile at 70℃; for 3.16667h;

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: 84057-84-1
lamotrigine

Conditions

Conditions	Yield
With potassium hydroxide
With potassium hydroxide
Stage #1: aminoguanidine bicarbonate With sulfur trioxide In methanesulfonic acid at 25℃; for 1h; Stage #2: 2,3-dichlorobenzoyl cyanide In methanesulfonic acid at 45℃; for 5h; Stage #3: With sodium hydroxide In methanesulfonic acid; water; acetonitrile at 20 - 70℃; for 3.5h; pH=> 12; Product distribution / selectivity;

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: 2582-30-1
aminoguanidine bicarbonate

: 84689-20-3
2-(2,3-dichlorophenyl)-2-guanidinyliminoacetonitrile

Conditions

Conditions	Yield
Stage #1: aminoguanidine bicarbonate With sulfuric acid; toluene-4-sulfonic acid In toluene at 110℃; for 0.25h; Stage #2: 2,3-dichlorobenzoyl cyanide In toluene at 80℃; for 3.5h; Heating / reflux;

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: 75-75-2
methanesulfonic acid

: 2200-97-7, 2582-30-1, 10587-01-6, 13998-67-9
aminoguanidine hydrogencarbonate

: 2-(2,3-dichlorophenyl)-2-(aminoguanidine)-acetonitrile monomesylate

Conditions

Conditions	Yield
Stage #1: methanesulfonic acid With phosphorus pentoxide for 2h; Stage #2: aminoguanidine hydrogencarbonate at 25 - 30℃; for 1h; Stage #3: 2,3-dichlorobenzoyl cyanide at 20℃; for 24h;

...Expand

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: methyl 2-(2,3-dichlorophenyl)-2-(2-p-tolylhydrazono)acetate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: water; sodium chloride; sulfuric acid / 1.5 h / 40 - 45 °C 2: thionyl chloride / 4.5 h / 40 - 64 °C 3: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C View Scheme

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: methyl 2-(2,3-dichlorophenyl)-2-(2-p-tolylhydrazono)acetate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: water; sodium chloride; sulfuric acid / 1.5 h / 40 - 45 °C 2: thionyl chloride / 4.5 h / 40 - 64 °C 3: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C View Scheme

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: 7-chloro-1-methyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: water; sodium chloride; sulfuric acid / 1.5 h / 40 - 45 °C 2.1: thionyl chloride / 4.5 h / 40 - 64 °C 3.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 4.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 7 h / 95 - 100 °C 4.2: pH 2 - 2.5 View Scheme

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: 7-chloro-1-ethyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: water; sodium chloride; sulfuric acid / 1.5 h / 40 - 45 °C 2.1: thionyl chloride / 4.5 h / 40 - 64 °C 3.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 4.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 7 h / 75 - 80 °C 4.2: pH 2 - 2.5 View Scheme

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: 7-chloro-1-phenyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: water; sodium chloride; sulfuric acid / 1.5 h / 40 - 45 °C 2.1: thionyl chloride / 4.5 h / 40 - 64 °C 3.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 4.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 6 h / 75 - 80 °C 4.2: pH 2 - 2.5 View Scheme

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: 7-chloro-1-(4-methoxyphenyl)-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: water; sodium chloride; sulfuric acid / 1.5 h / 40 - 45 °C 2.1: thionyl chloride / 4.5 h / 40 - 64 °C 3.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 4.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 6 h / 70 - 75 °C 4.2: pH 2 - 2.5 View Scheme

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: 7-chloro-1-p-tolyl-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: water; sodium chloride; sulfuric acid / 1.5 h / 40 - 45 °C 2.1: thionyl chloride / 4.5 h / 40 - 64 °C 3.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 4.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 6 h / 75 - 80 °C 4.2: pH 2 - 2.5 View Scheme

: 77668-42-9
2,3-dichlorobenzoyl cyanide

: 7-chloro-1-(2,4-dichlorophenyl)-1H-indazole-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: water; sodium chloride; sulfuric acid / 1.5 h / 40 - 45 °C 2.1: thionyl chloride / 4.5 h / 40 - 64 °C 3.1: potassium carbonate / isopropyl alcohol / 6 h / 60 - 65 °C 4.1: L-proline; caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 6 h / 95 - 100 °C 4.2: pH 2 - 2.5 View Scheme

2,3-Dichlorobenzoylcyanide Chemical Properties

Molecular Structure:

Molecular Formula: C₈H₃Cl₂NO
Molecular Weight: 200.0215
IUPAC Name: 2,3-Dichlorobenzoyl cyanide
Synonyms of 2,3-Dichlorobenzoyl cyanide (CAS NO.77668-42-9): EINECS 278-747-9 ; (2,3-Dichlorophenyl)oxoacetonitrile
CAS NO: 77668-42-9
Product Categories: Nitriles ; Lamotrigine
Index of Refraction: 1.579
Molar Refractivity: 45.98 cm³
Molar Volume: 138.2 cm³
Surface Tension: 52.7 dyne/cm
Density: 1.446 g/cm³
Flash Point: 140.9 °C
Enthalpy of Vaporization: 55.01 kJ/mol
Boiling Point: 309.4 °C at 760 mmHg
Vapour Pressure: 0.000643 mmHg at 25°C

2,3-Dichlorobenzoylcyanide Uses

2,3-Dichlorobenzoyl cyanide (CAS NO.77668-42-9) is used as a pharmaceutical intermediate.

2,3-Dichlorobenzoylcyanide Safety Profile

Safety Information of 2,3-Dichlorobenzoyl cyanide (CAS NO.77668-42-9):
Hazard Codes: Xi
Hazard Note: Irritant

Product Name

2,3-Dichlorobenzoylcyanide

Synthetic route

2,3-Dichlorobenzoylcyanide Chemical Properties

2,3-Dichlorobenzoylcyanide Uses

2,3-Dichlorobenzoylcyanide Safety Profile

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