Acetamide,2-chloro-N-(3-methoxyphenyl)- supplier

Name
2-CHLORO-N-(3-METHOXY-PHENYL)-ACETAMIDE
EINECS
CAS No. 17641-08-6
Article Data67
CAS DataBase
Density 1.264 g/cm³
Solubility
Melting Point
Formula C₉H₁₀ClNO₂
Boiling Point 371.9 °C at 760 mmHg
Molecular Weight 199.637
Flash Point 178.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms m-Acetanisidide,2-chloro- (8CI);2-Chloro-N-(3-methoxyphenyl)acetamide;N-(3-Anisyl)chloroacetamide;N-Chloroacetyl-3-methoxyaniline;acetamide, 2-chloro-N-(3-methoxyphenyl)-;
PSA 38.33000
LogP 1.94550

Synthetic route

: 593-71-5
Chloroiodomethane

: 18908-07-1
3-methoxyphenyl isocyanate

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

Conditions

Conditions	Yield
With methyllithium lithium bromide In diethyl ether at -78℃;	94%
With methyllithium; lithium bromide In diethyl ether at -78℃; for 0.5h; chemoselective reaction;	94%

: 536-90-3
m-Anisidine

: 79-04-9
chloroacetyl chloride

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 10℃; for 3h;	92%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 1h; Inert atmosphere;	91.5%
With acetic acid at 20℃; for 1.5h; Cooling with ice;	89%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 95-56-7
2-hydroxybromobenzene

: 1134193-44-4
4-(3-methoxyphenyl)-2H-1,4-benzoxazin-3(4H)-one

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 110℃; for 24h; Inert atmosphere;	91%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 94482-51-6, 6246-46-4
ursonic acid

: C39H55NO5

Conditions

Conditions	Yield
Stage #1: ursonic acid With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 2-chloro-N-(3-methoxyphenyl)acetamide With potassium iodide In N,N-dimethyl-formamide at 20℃; for 12h;	88.6%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 14803-86-2
3-(3,4,5-trimethoxyphenyl)-4H-5-mercapto-1,2,4-triazole

: N-(3-methoxy-phenyl)-2-(5-(3,4,5-trimethoxy-phenyl)-4H-1,2,4-triazol-3 ylsulfanyl)-acetamide

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; Alkaline conditions;	88%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 4-(4-hydroxybenzylidene)-1-(3-methoxyphenyl)-2-phenyl-1H-imidazol-5(4H)-one

: N-(3-methoxyphenyl)-2-(4-((1-(3-methoxyphenyl)-5-oxo-2-phenyl-1,5-dihydro-4H-imidazol-4-ylidene)methyl)phenoxy)acetamide

Conditions

Conditions	Yield
Stage #1: 4-(4-hydroxybenzylidene)-1-(3-methoxyphenyl)-2-phenyl-1H-imidazol-5(4H)-one With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 2-chloro-N-(3-methoxyphenyl)acetamide In N,N-dimethyl-formamide at 100℃; for 8h;	87%

: 110-89-4
piperidine

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 40297-47-0
N-(3-methoxy-phenyl)-2-piperidin-1-yl-acetamide

Conditions

Conditions	Yield
In acetone for 2h; Heating;	86%
With benzene

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 2411-88-3
6-chloro-9-mercapto-2-methoxy-acridine

: 2-(6-chloro-2-methoxyacridin-9-ylthio)-N-(3-methoxyphenyl)acetamide

Conditions

Conditions	Yield
With potassium carbonate In acetone for 3h; Reflux;	86%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: potassium-2,4-dioxo-5-(pyridin-2-ylmethylene)thiazolidin-3-ide

: 2-(2,4-dioxo-5-(pyridin-2-ylmethylene)thiazolidin-3-yl)-N-(3-methoxyphenyl)acetamide

Conditions

Conditions	Yield
In methanol Reflux;	85%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 38941-98-9
4-tert-butyl-2-iodophenol

: 1134193-57-9
6-tert-butyl-4-(3-methoxyphenyl)-2H-1,4-benzoxazin-3(4H)-one

Conditions

Conditions	Yield
With copper(l) iodide; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 130℃; for 0.166667h; Microwave irradiation;	84%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 847240-15-7
1,4-bis(3-methoxyphenyl)piperazine-2,5-dione

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In water; acetone at 56℃; for 5h;	83%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 693-98-1
2-methylimidazole

: 1378478-71-7
N-(3-methoxyphenyl)-2-(2-methyl-1H-imidazol-1-yl)acetamide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60 - 70℃;	83%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 126921-96-8
7(1H)-oxo-2-phenyl cyclopenta pyridine-6-carbonitrile

: 2-[(4-cyano-1-phenyl-6,7-dihydro-5H-cyclopenta[c]pyridin-3-yl)oxy]-N-(3-methoxyphenyl)acetamide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 2h;	83%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 1-(2-Furyl)-3-oxo-3,5,6,7-tetrahydro-2H-cyclopenta[c]pyridine-4-carbonitrile

: 2-{[4-cyano-1-(2-furyl)-6,7-dihydro-5H-cyclopenta[c]pyridin-3-yl]oxy}-N-(3-methoxyphenyl)acetamide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 2h;	82%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 3790-45-2, 121998-74-1, 142696-56-8, 148261-76-1
1-phenyl-2,3,4,9-tetrahydro-1H-beta-carboline

: 2-(3,4-dihydro-1-phenyl-1H-pyrido[3,4-b]indol-2(9H)-yl)-N-(3-methoxyphenyl)acetamide

Conditions

Conditions	Yield
Stage #1: 1-phenyl-2,3,4,9-tetrahydro-1H-beta-carboline With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 2-chloro-N-(3-methoxyphenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h;	80%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 610278-84-7
4-(5-amino-4-benzothiazol-2-yl-3-oxo-2,3-dihydro-pyrrol-1-yl)-benzoic acid

: 4-(5-amino-4-benzothiazol-2-yl-3-oxo-2,3-dihydro-pyrrol-1-yl)-benzoic acid (3-methoxy-phenylcarbamoyl)-methyl ester

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 110 - 120℃; for 3h;	79%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 5651-86-5
4-(prop-2-ynyloxy)benzaldehyde

: C19H18N4O4

Conditions

Conditions	Yield
Stage #1: 2-chloro-N-(3-methoxyphenyl)acetamide With sodium azide; triethylamine In water; N,N-dimethyl-formamide for 3h; Reflux; Stage #2: 4-(prop-2-ynyloxy)benzaldehyde With copper(ll) sulfate pentahydrate; sodium L-ascorbate In water; N,N-dimethyl-formamide for 24h; Reflux;	78.2%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 1904-60-5
3-amino-2-phenylquinazolin-4(3H)-one

: N-(3-Methoxy-phenyl)-2-(4-oxo-2-phenyl-4H-quinazolin-3-ylamino)-acetamide

Conditions

Conditions	Yield
In methanol for 2h; Heating;	78%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 1580541-09-8
(E)-4-ethoxy-3-(1-(hydroxyimino)ethyl)-2-methyl-2H-benzo[e][1,2]thiazine 1,1-dioxide

: 1580541-13-4
(E)-2-(((1-(4-ethoxy-2-methyl-1,1-dioxido-2H-benzo[e][1,2]thiazin-3-yl)ethylidene)amino)oxy)-N-(3-methoxyphenyl)acetamide

Conditions

Conditions	Yield
Stage #1: (E)-4-ethoxy-3-(1-(hydroxyimino)ethyl)-2-methyl-2H-benzo[e][1,2]thiazine 1,1-dioxide With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: 2-chloro-N-(3-methoxyphenyl)acetamide In N,N-dimethyl-formamide at 20℃;	78%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 2349-67-9
2-Amino-5-mercapto-1,3,4-thiadiazole

: 2-amino-5-[(3-methoxyphenylcarbamoyl)methylthio]-1,3,4-thiadiazole

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃;	78%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 50290-45-4
2-phenyl-10H-pyrimido<1,2-a>benzimidazol-4-one

: 1031620-28-6
2-(4-oxo-2-phenylpyrimido[1,2-a]benzimidazol-10(4H)-yl)-N-(3-methoxyphenyl)acetamide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; regioselective reaction;	77%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 85721-33-1
ciprofloxacin

: 1-cyclopropyl-6-fluoro-7-(4-(2-(3-methoxyphenylamino)-2-oxoethyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Conditions

Conditions	Yield
With triethylamine; potassium iodide In N,N-dimethyl-formamide at 125℃; Inert atmosphere;	77%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 56278-50-3
2-cyanomethylbenzothiazole

: 5-amino-4-(2-benzothiazolyl)-2,3-dihydro-1-(3-methoxyphenyl)-2-pyrrolone

Conditions

Conditions	Yield
With potassium carbonate In ethanol for 1h; Heating;	76%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 1580541-10-1
(E)-4-hydroxy-3-(1-(hydroxyimino)ethyl)-2-methyl-2H-benzo[e][1,2]thiazine 1,1-dioxide

: 1580541-21-4
(E)-2-(((1-(4-hydroxy-2-methyl-1,1-dioxido-2H-benzo[e][1,2]thiazin-3-yl)ethylidene)amino)oxy)-N-(3-methoxyphenyl)acetamide

Conditions

Conditions	Yield
Stage #1: (E)-4-hydroxy-3-(1-(hydroxyimino)ethyl)-2-methyl-2H-benzo[e][1,2]thiazine 1,1-dioxide With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: 2-chloro-N-(3-methoxyphenyl)acetamide In N,N-dimethyl-formamide at 20℃;	76%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 491-36-1
4-Hydroxyquinazoline

: 108086-41-5
N-(3-Methoxy-phenyl)-2-(4-oxo-4H-quinazolin-3-yl)-acetamide

Conditions

Conditions	Yield
With pyridine for 2h; Heating;	75%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 749216-03-3
3-{5-amino-4-[4-(4-chloro-phenyl)-thiazol-2-yl]-3-oxo-2,3-dihydro-pyrrol-1-yl}-benzoic acid

: 3-{5-amino-4-[4-(4-chloro-phenyl)-thiazol-2-yl]-3-oxo-2,3-dihydro-pyrrol-1-yl}-benzoic acid (3-methoxy-phenylcarbamoyl)-methyl ester

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 110 - 120℃; for 3h;	75%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 84951-44-0
2-(piperazin-1-yl)nicotinonitrile

: 2-[4-(3-cyano-pyridin-2-yl)-piperazin-1-yl]-N-(3-methoxy-phenyl)-acetamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In toluene at 80℃;	75%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 4-(4-hydroxybenzylidene)-1-(4-methoxyphenyl)-2-phenyl-1H-imidazol-5(4H)-one

: N-(3-methoxyphenyl)-2-(4-((1-(4-methoxyphenyl)-5-oxo-2-phenyl-1,5-dihydro-4H-imidazol-4-ylidene)methyl)phenoxy)acetamide

Conditions

Conditions	Yield
Stage #1: 4-(4-hydroxybenzylidene)-1-(4-methoxyphenyl)-2-phenyl-1H-imidazol-5(4H)-one With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 2-chloro-N-(3-methoxyphenyl)acetamide In N,N-dimethyl-formamide at 100℃; for 8h;	74%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 6-benzyl-2-thioxo-1,2,5,6,7,8-hexahydro-1,6-naphthyridine-3-carbonitrile

: 3-amino-6-benzyl-N-(3'-methoxyphenyl)-5,6,7,8-tetrahydrothieno[2,3-b][1,6]naphthyridine-2-carboxamide

Conditions

Conditions	Yield
With sodium carbonate In ethanol Inert atmosphere; Reflux;	74%

: 17641-08-6
2-chloro-N-(3-methoxyphenyl)acetamide

: 57644-24-3
3-(4-chloro-phenylimino)-1,3-dihydro-indol-2-one

: C23H18ClN3O3

Conditions

Conditions	Yield
Stage #1: 3-(4-chloro-phenylimino)-1,3-dihydro-indol-2-one With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 2-chloro-N-(3-methoxyphenyl)acetamide With potassium iodide In N,N-dimethyl-formamide at 60℃; for 5.5h;	73%

Acetamide,2-chloro-N-(3-methoxyphenyl)- Specification

The Acetamide,2-chloro-N-(3-methoxyphenyl)-, with the CAS registry number 17641-08-6, has the systematic name of 2-chloro-N-(3-methoxyphenyl)acetamide. It is also called m-Acetanisidide, 2-chloro-. And the molecular formula of this chemical is C₉H₁₀ClNO₂.

The physical properties of Acetamide,2-chloro-N-(3-methoxyphenyl)- are as following: (1)ACD/LogP: 1.80; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.8; (4)ACD/LogD (pH 7.4): 1.8; (5)ACD/BCF (pH 5.5): 13.69; (6)ACD/BCF (pH 7.4): 13.68; (7)ACD/KOC (pH 5.5): 226.43; (8)ACD/KOC (pH 7.4): 226.43; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 29.54 Å²; (13)Index of Refraction: 1.573; (14)Molar Refractivity: 52.05 cm³; (15)Molar Volume: 157.9 cm³; (16)Polarizability: 20.63×10^-24cm³; (17)Surface Tension: 43.7 dyne/cm; (18)Density: 1.264 g/cm³; (19)Flash Point: 178.7 °C; (20)Enthalpy of Vaporization: 61.9 kJ/mol; (21)Boiling Point: 371.9 °C at 760 mmHg; (22)Vapour Pressure: 9.98E-06 mmHg at 25°C.

Preparation of Acetamide,2-chloro-N-(3-methoxyphenyl)-: It can be prepared by 3-methoxy-aniline and chloroacetyl chloride. The reaction will need solvent acetic aci. The reaction time is 2 hours with temperature of 15-50°C.

Acetamide,2-chloro-N-(3-methoxyphenyl)- can be prepared by 3-methoxy-aniline and chloroacetyl chloride

Uses of Acetamide,2-chloro-N-(3-methoxyphenyl)-: It can react with piperidine to produce N-(3-methoxy-phenyl)-2-piperidin-1-yl-acetamide. This reaction will need reagent benzene.

Acetamide,2-chloro-N-(3-methoxyphenyl)- can react with piperidine to produce N-(3-methoxy-phenyl)-2-piperidin-1-yl-acetamide

You can still convert the following datas into molecular structure:
(1)SMILES: ClCC(=O)Nc1cccc(OC)c1
(2)InChI: InChI=1/C9H10ClNO2/c1-13-8-4-2-3-7(5-8)11-9(12)6-10/h2-5H,6H2,1H3,(H,11,12)
(3)InChIKey: JJNAIBJFYFWTIA-UHFFFAOYAT

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	180mg/kg (180mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02936,

Product Name

2-CHLORO-N-(3-METHOXY-PHENYL)-ACETAMIDE

Synthetic route

Acetamide,2-chloro-N-(3-methoxyphenyl)- Specification

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