Benzamide, 3-chloro- supplier

Name
3-CHLOROBENZAMIDE
EINECS 210-554-7
CAS No. 618-48-4
Article Data109
CAS DataBase
Density 1.295 g/cm³
Solubility
Melting Point 133-137 °C
Formula C₇H₆ClNO
Boiling Point 273.7 °C at 760 mmHg
Molecular Weight 155.584
Flash Point 119.4 °C
Transport Information
Appearance white powder
Safety 24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Benzamide,m-chloro- (6CI,7CI,8CI);3-Chlorobenzamide;m-Chlorobenzamide;
PSA 43.09000
LogP 2.13920

Synthetic route

: 766-84-7
3-chloro-benzonitrile

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With water; potassium carbonate at 150℃; for 0.25h; Microwave irradiation;	99%
With C12H24O16Ru3*2H2O In water at 110℃; for 1h; Catalytic behavior; Schlenk technique; Inert atmosphere; Autoclave;	99%
With polystyrene-triethylenetetramine anchored ruthenium(II) complex; air In water at 90℃; for 7h; Green chemistry;	95%

: 587-04-2
3-Chlorobenzaldehyde

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With hydroxylamine; copper diacetate In water at 110℃; for 48h;	97%
With aluminum oxide; hydroxylamine hydrochloride; methanesulfonyl chloride; water at 100℃; for 1h;	95%
With tert.-butylhydroperoxide; ammonium hydroxide In water at 80℃; for 12h;	92%

: 3717-33-7, 34158-71-9, 4006-79-5
(E)-3-chlorobenzaldehyde oxime

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With aluminum oxide; water; methanesulfonyl chloride at 100℃; for 0.333333h;	97%

: 766-84-7
3-chloro-benzonitrile

A: 618-48-4
3-chlorobenzamide

B: 535-80-8
3-chlorobenzoate

Conditions

Conditions	Yield
With potassium hydroxide In toluene at 150℃; for 0.166667h; microwave irradiation;	A 2% B 96%
With potassium hydroxide; cetyltrimethylammonim bromide In toluene at 100℃; for 0.166667h; microwave irradiation;	A 88% B 10%

: 34158-71-9
3-chlorobenzaldehyde oxime

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With C55H45ClN5P2Ru(1+)*Cl(1-) In water at 110℃; for 12h; Sealed tube;	95%
With zinc(II) chloride In n-heptane for 18h; Reflux;	91%
With Cu(II) on nano silica functionalized triazine dendrimer In water at 20℃; for 1h; Beckmann Rearrangement; Green chemistry;	91%

: 873-63-2
m-chlorobenzyl alcohol

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; ammonia; oxygen In water; N,N-dimethyl-formamide at 80℃; under 1520.1 Torr; for 5h; Green chemistry;	95%
With tert.-butylhydroperoxide; ammonium hydroxide In water at 100℃; for 16h;	89%
With ammonium hydroxide; cryptomelane; oxygen In 1,4-dioxane at 130℃; under 2280.15 Torr; for 3h; Autoclave; Green chemistry;	> 99 %Chromat.

: 535-80-8
3-chlorobenzoate

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With pyridine; urea for 0.00555556h; microwave irradiation;	93%
With 1H-imidazole; urea for 0.0555556h; microwave irradiation;	86%
With ammonium chloride; triethylamine at 20℃; for 0.0166667h;	82%

: 4152-90-3
m-chlorobenzylamine

A: 618-48-4
3-chlorobenzamide

B: 587-04-2
3-Chlorobenzaldehyde

Conditions

Conditions	Yield
With water; oxygen at 140℃; under 3800.26 Torr; for 10h;	A 92% B n/a

: 4152-90-3
m-chlorobenzylamine

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With manganese(IV) oxide In dichloromethane at 40℃; under 760.051 Torr; for 24h; Molecular sieve;	92%
With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); potassium tert-butylate In tert-butyl alcohol at 70℃; for 12h;	92%
With manganese(IV) oxide at 130℃; under 4560.31 Torr; for 3h;	87%

: potassium 3-(carbamoyl)phenyltrifluoroborate

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With trichloroisocyanuric acid In water; ethyl acetate at 80℃; for 6h; Open flask;	89%

: 92133-96-5
(1H-benzo[d][1,2,3]triazol-1-yl)(3-chlorophenyl)methanone

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With ammonium hydroxide In tetrahydrofuran; ethanol at 20℃; for 4h;	87%

: 2039-85-2
3-Chlorostyrene

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
Stage #1: 3-Chlorostyrene With N-Bromosuccinimide; water at 80℃; for 2h; Sealed tube; Green chemistry; Stage #2: With ammonium hydroxide; water; iodine at 80℃; for 1h; Sealed tube; Green chemistry;	81%
With tert.-butylhydroperoxide; ammonia In water at 105℃; for 16h;	50%
Multi-step reaction with 2 steps 1: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; water / 1 h / 60 °C 2: iodine; ammonium hydroxide / 1 h / 20 °C View Scheme

: C11H11ClOS2

A: 618-48-4
3-chlorobenzamide

B: C11H10ClNS2

Conditions

Conditions	Yield
With ammonium hydroxide In water at 100℃; for 9h; Reflux; chemoselective reaction;	A 80% B 10%

: 3544-24-9
3-Aminobenzamide

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With N-chloro-succinimide; sodium nitrite In N,N-dimethyl-formamide at 20℃; for 6h;	80%

: 82082-49-3
N-benzyl-(3-chloro)benzamide

A: 618-48-4
3-chlorobenzamide

B: 100-52-7
benzaldehyde

Conditions

Conditions	Yield
With N-Bromosuccinimide In chloroform at 20℃; for 20h; Product distribution;	A 76% B n/a

: 34158-71-9
3-chlorobenzaldehyde oxime

A: 618-48-4
3-chlorobenzamide

B: 587-04-2
3-Chlorobenzaldehyde

Conditions

Conditions	Yield
With tin(II) chloride dihdyrate; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene for 8h; Reflux;	A 75% B 20%

: 1878-65-5
3-chlorophenylacetic acid

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With copper(I) oxide; ammonium hydroxide; oxygen In water at 130℃; for 32h;	75%

: 873-63-2
m-chlorobenzyl alcohol

A: 618-48-4
3-chlorobenzamide

B: 13208-31-6
N.N'-Di-(m-chlor-phenyl)-harnstoff

Conditions

Conditions	Yield
With sodium azide; [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 80℃; for 36h; Inert atmosphere;	A 74% B 11%

: 587-04-2
3-Chlorobenzaldehyde

A: 618-48-4
3-chlorobenzamide

B: 766-84-7
3-chloro-benzonitrile

Conditions

Conditions	Yield
With [Ru(η6-C6Me6)Cl2(tris(dimethylamino)phosphine)]; hydroxylamine hydrochloride; sodium hydrogencarbonate In water at 100℃; for 7h; Inert atmosphere; Sealed tube; Green chemistry;	A 74% B n/a

: C13H11ClN2

: 100-51-6
benzyl alcohol

A: 618-48-4
3-chlorobenzamide

B: 758640-21-0
N-Benzylaniline

Conditions

Conditions	Yield
With potassium hydroxide In toluene at 120℃; for 15h; Schlenk technique; Glovebox; Inert atmosphere; Sealed tube;	A 74% B 85 %Chromat.

...Expand

: 64-18-6
formic acid

: 625-99-0
3-iodochlorobenzene

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With palladium diacetate; ammonium bicarbonate; dicyclohexyl-carbodiimide; triphenylphosphine In acetonitrile at 100℃; Inert atmosphere;	70%

: 766-84-7
3-chloro-benzonitrile

: 24676-69-5
potassium 2,6-di-tert-butylphenolate

A: 618-48-4
3-chlorobenzamide

B: 3-cyano-3'5'-di-t-butyl-4'-hydroxybiphenyl

Conditions

Conditions	Yield
With 4,4'-bipyridine; potassium hydroxide; potassium tert-butylate In ammonia electrolysis;	A n/a B 68%

...Expand

: 64648-18-6
N-methoxy(m-chloro)benzamide

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With formic acid; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; water; triethylamine at 30℃; for 24h;	58%

: 57-13-6
urea

: 535-80-8
3-chlorobenzoate

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With formic acid at 130 - 180℃; for 2h;	51%
at 200℃;

: 873-63-2
m-chlorobenzyl alcohol

A: 618-48-4
3-chlorobenzamide

B: 766-84-7
3-chloro-benzonitrile

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; tetraethylammonium iodide; ammonium bicarbonate In 1,2-dichloro-ethane at 70℃; for 22h;	A 45% B 12%

: 16273-37-3, 32222-43-8, 52950-16-0, 61008-98-8
3-chloromandelic acid

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With copper(I) oxide; ammonium hydroxide; oxygen In water at 130℃; for 24h;	45%

: 618-46-2
m-Chlorobenzoyl chloride

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With ammonium hydroxide
With ammonium hydroxide at 0 - 10℃; for 1h;

: 40478-07-7
3-chloro-N-(hydroxymethyl)benzamide

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
With potassium chloride In water; acetonitrile at 25℃; pH=10 - 14; Kinetics; Alkaline hydrolysis;

: 121-53-9
3-sulfosalicylic acid

: 618-48-4
3-chlorobenzamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: PCl5 2: concentrated aqueous ammonia View Scheme

: 618-48-4
3-chlorobenzamide

: 873-63-2
m-chlorobenzyl alcohol

Conditions

Conditions	Yield
With samarium diiodide; water In tetrahydrofuran for 0.00277778h; Ambient temperature;	99%
With C24H20ClN2OPRu; potassium tert-butylate; hydrogen In tetrahydrofuran at 110℃; under 10640.7 Torr; for 36h; Inert atmosphere; Schlenk technique;	87%

: 618-48-4
3-chlorobenzamide

: 587-04-2
3-Chlorobenzaldehyde

Conditions

Conditions	Yield
With samarium diiodide; phosphoric acid In tetrahydrofuran for 0.000833333h; Ambient temperature;	99%

: 618-48-4
3-chlorobenzamide

: 100379-00-8
2,6-dimethylbenzene boronic acid

: 2',6'-dimethylbiphenyl-3-carboxylic acid amide

Conditions

Conditions	Yield
With sodium 2'‐(dicyclohexylphosphaneyl)‐2,6‐diisopropyl‐[1,1'‐biphenyl]‐3‐sulfonate; palladium diacetate; potassium carbonate In water at 100℃; for 12h; Suzuki-Miyaura coupling;	99%

: 618-48-4
3-chlorobenzamide

: 937-14-4
3-chloro-benzenecarboperoxoic acid

Conditions

Conditions	Yield
Stage #1: 3-chlorobenzamide With sodium nitrite; N-bromoacetamide at 16℃; for 2.16667h; Stage #2: With zinc fluoride; water for 4h; Temperature;	98.7%

: 618-48-4
3-chlorobenzamide

: 75-66-1
2-methylpropan-2-thiol

: 3-(2-methyl-2-propylsulfanyl)benzamide

Conditions

Conditions	Yield
With sodium t-butanolate; palladium diacetate; CyPF-t-Bu In 1,2-dimethoxyethane at 110℃;	98%

: 618-48-4
3-chlorobenzamide

: 42365-42-4
3-chloro-benzylamine; hydrochloride

Conditions

Conditions	Yield
Stage #1: 3-chlorobenzamide With [(aNHC)KN(SiMe3)2]2; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 40℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Stage #2: With water; sodium hydroxide In diethyl ether; toluene at 40℃; for 1h; Inert atmosphere; Glovebox; Schlenk technique; Stage #3: With hydrogenchloride In diethyl ether; water Inert atmosphere; Glovebox; Schlenk technique;	98%
Stage #1: 3-chlorobenzamide With phenylsilane; C28H18ClMnN2O2; potassium tert-butylate In tetrahydrofuran at 50℃; for 12h; Inert atmosphere; Glovebox; Stage #2: With sodium hydroxide In tetrahydrofuran for 3h; Inert atmosphere; Glovebox; Stage #3: With hydrogenchloride In methanol; diethyl ether Glovebox; Inert atmosphere;	80%

Yield

Stage #1: 3-chlorobenzamide With [(aNHC)KN(SiMe3)2]2; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 40℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: With water; sodium hydroxide In diethyl ether; toluene at 40℃; for 1h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #3: With hydrogenchloride In diethyl ether; water Inert atmosphere; Glovebox; Schlenk technique;

98%

Stage #1: 3-chlorobenzamide With phenylsilane; C28H18ClMnN2O2; potassium tert-butylate In tetrahydrofuran at 50℃; for 12h; Inert atmosphere; Glovebox;
Stage #2: With sodium hydroxide In tetrahydrofuran for 3h; Inert atmosphere; Glovebox;
Stage #3: With hydrogenchloride In methanol; diethyl ether Glovebox; Inert atmosphere;

80%

: 302-17-0
chloral hydrate

: 618-48-4
3-chlorobenzamide

: 357639-00-0
N-(2,2,2-trichloro-1-hydroxyethyl)-3-chlorobenzamide

Conditions

Conditions	Yield
at 90 - 100℃;	95%
Heating;

: 67-56-1
methanol

: 618-48-4
3-chlorobenzamide

: 18370-10-0
3-chloro-N-methyl-benzamide

Conditions

Conditions	Yield
With C54H43ClN3P2Ru(1+)*F6P(1-); caesium carbonate In toluene at 140℃; for 24h; Inert atmosphere; Sealed tube; Green chemistry;	93%

: 873838-37-0
2-cyanophenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate

: 618-48-4
3-chlorobenzamide

: 153172-73-7
3-chloro-N-(2-cyanophenyl)benzamide

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium (0); 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 150℃; for 0.5h; microwave irradiation;	92%

: 618-48-4
3-chlorobenzamide

: 555-16-8
4-nitrobenzaldehdye

: 608099-96-3
N-[3-chlorobenzoylamino(4-nitrophenyl)methyl]-3-chlorobenzamide

Conditions

Conditions	Yield
With silica-bonded S-sullfonic acid nanoparticles In toluene for 4h; Reflux;	92%

: 67-56-1
methanol

: 618-48-4
3-chlorobenzamide

: 2150-88-1
methyl N-(3-chlorophenyl)carbamate

Conditions

Conditions	Yield
With sodium bromide In acetonitrile at 50℃; for 6h; Hofmann Rearrangement; Electrochemical reaction; Green chemistry;	92%

: 141-32-2
acrylic acid n-butyl ester

: 618-48-4
3-chlorobenzamide

: 1122008-51-8
butyl 3-(3-chlorobenzamido)propanoate

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate for 0.166667h; aza-Michael addition; microwave irradiation;	91%

: 618-48-4
3-chlorobenzamide

: 105-07-7
4-cyanobenzaldehyde

: 1445801-54-6
N-[3-chlorobenzoylamino(4-cyanophenyl)methyl]-3-chlorobenzamide

Conditions

Conditions	Yield
With silica-bonded S-sullfonic acid nanoparticles In toluene for 4h; Reflux;	91%

: 618-48-4
3-chlorobenzamide

: 766-84-7
3-chloro-benzonitrile

Conditions

Conditions	Yield
With C8H14N2O4S In dichloromethane for 1h; Reflux;	90%
With vanadium oxide on hydrotalcite (V/HT) In 1,3,5-trimethyl-benzene for 24h; Reflux;	89%
Stage #1: 3-chlorobenzamide With C39H45N2 In acetonitrile at 20℃; Schlenk technique; Glovebox; Inert atmosphere; Stage #2: With phenylsilane In acetonitrile at 20℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube;	82%

: 17118-70-6
(chlorocarbonyl)phenyl ketene

: 618-48-4
3-chlorobenzamide

: 401822-48-8
2-(3-chlorophenyl)-4-hydroxy-5-phenyl-6H-1,3-oxazin-6-one

Conditions

Conditions	Yield
In tetrahydrofuran; toluene Reflux;	90%

: 618-48-4
3-chlorobenzamide

: 73183-34-3
bis(pinacol)diborane

: 188665-74-9
3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Conditions

Conditions	Yield
With potassium acetate; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 110℃; for 0.5h;	89%

: 618-48-4
3-chlorobenzamide

: 67-68-5
dimethyl sulfoxide

: C15H12Cl2N2O2

Conditions

Conditions	Yield
With iodine at 120℃; for 26h;	89%

: 618-48-4
3-chlorobenzamide

: 1967-27-7
(3-chlorophenyl)urea

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; ammonia In methanol at 0 - 20℃; for 48h; Hofmann Rearrangement; Inert atmosphere;	89%

: 849943-95-9
3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl 4-methylbenzenesulfonate

: 618-48-4
3-chlorobenzamide

: N-[2-phenyl-1-cyclohexenyl]-3-chlorobenzamide

Conditions

Conditions	Yield
With potassium phosphate; diisopropyl phosphofluoridate; tris-(dibenzylideneacetone)dipalladium(0) In tert-Amyl alcohol at 100℃; for 20h;	88%

Benzamide, 3-chloro- Specification

The Benzamide, 3-chloro-, with the CAS registry number of 618-48-4, is also known as m-Chlorobenzamide. It belongs to the product categories of Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Anilines, Amides & Amines; Chlorine Compounds. Its EINECS registry number is 210-554-7. This chemical's molecular formula is C₇H₆ClNO and molecular weight is 155.58. What's more, its IUPAC name is 3-Chlorobenzamide. This chemical's classification code is Drug / Therapeutic Agent. In addition, it must be stored in airtight containers and placed in a dry, cool and well-ventilated place. Meanwhile, it should avoid contact with oxidant.

Physical properties about Benzamide, 3-chloro- are: (1)ACD/LogP: 1.51; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.51; (4)ACD/LogD (pH 7.4): 1.51; (5)ACD/BCF (pH 5.5): 8.27; (6)ACD/BCF (pH 7.4): 8.27; (7)ACD/KOC (pH 5.5): 157.92; (8)ACD/KOC (pH 7.4): 157.92; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 20.31 Å²; (13)Index of Refraction: 1.582; (14)Molar Refractivity: 40.07 cm³; (15)Molar Volume: 120 cm³; (16)Polarizability: 15.88×10^-24 cm³; (17)Surface Tension: 48.9 dyne/cm; (18)Density: 1.295 g/cm³; (19)Flash Point: 119.4 °C; (20)Enthalpy of Vaporization: 51.21 kJ/mol; (21)Boiling Point: 273.7 °C at 760 mmHg; (22)Vapour Pressure: 0.00563 mmHg at 25 °C; (23)Melting Point: 133-137 °C.

Preparation: this chemical is prepared by reaction of Urea with 3-Chloro-benzoic acid. The reaction needs reagent HCOOH. The reaction time is 2 hours with reaction temperature of 130-180 °C. The yield is about 51 %.

Uses: it is used to produce other chemicals. For example, it is used to produce 3-Chloro-benzonitrile at heating. The reaction needs reagent 2-(Trifluoroacetyloxy)pyridine and solvent Acetonitrile. The reaction time is 5 hours. The yield is about 77 %.

When you are using this chemical, please be cautious about it as the following:
As a chemical, it is irritating to eyes, respiratory system and skin. In addition, this chemical may cause inflammation to the skin or other mucous membranes. Hence, you should avoid contacting with skin and eyes.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(c1cc(Cl)ccc1)N
(2) InChI: InChI=1/C7H6ClNO/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,(H2,9,10)
(3) InChIKey: MJTGQALMWUUPQM-UHFFFAOYAL

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mammal (species unspecified)	LD50	unreported	1gm/kg (1000mg/kg)		Pharmaceutical Chemistry Journal Vol. 28, Pg. 335, 1994.

Product Name

3-CHLOROBENZAMIDE

Synthetic route

Benzamide, 3-chloro- Specification

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