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N-Methyl-2'-benzoyl-2,4'-dichloroacetanilide

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Name

N-Methyl-2'-benzoyl-2,4'-dichloroacetanilide

EINECS 227-875-3
CAS No. 6021-21-2 Density 1.328 g/cm3
PSA 37.38000 LogP 3.77260
Solubility N/A Melting Point 122-124℃
Formula C16H13Cl2NO2 Boiling Point 509.3 °C at 760 mmHg
Molecular Weight 322.191 Flash Point 261.8 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 6021-21-2 (N-(2-benzoyl-4-chlorophenyl)-2-chloro-N-methylacetamide) Hazard Symbols N/A
Synonyms

Acetanilide,2'-benzoyl-2,4'-dichloro-N-methyl- (7CI,8CI);5-Chloro-2-(2-chloro-N-methylacetamido)benzophenone;N-Methyl-2'-benzoyl-2,4'-dichloroacetanilide;

Article Data 9

N-Methyl-2'-benzoyl-2,4'-dichloroacetanilide Synthetic route

79-04-9

chloroacetyl chloride

1022-13-5

5-chloro-2-(methylamino)benzophenone

6021-21-2

2-(2-chloro-N-methyl-acetamido)-5-chlorobenzophenone

Conditions
ConditionsYield
In 2-methyltetrahydrofuran; dichloromethane at 90℃; under 5171.62 Torr; Temperature; Flow reactor;99%
at 25℃; for 5h; Inert atmosphere;94.5%
With sodium hydrogencarbonate In toluene at 40℃; for 2h;92%
In toluene Solvent;
In acetonitrile Mechanism; Solvent;
6021-21-2

2-(2-chloro-N-methyl-acetamido)-5-chlorobenzophenone

439-14-5

diazepam

Conditions
ConditionsYield
With hexamethylenetetramine; ammonia; nitric acid In methanol; water; toluene96.09%
With hexamethylenetetramine; urotropin hydrochloride In ethanol Heating;90%
With hexamethylenetetramine; ammonia In methanol at 60℃; for 6h;58.4%
110-86-1

pyridine

6021-21-2

2-(2-chloro-N-methyl-acetamido)-5-chlorobenzophenone

80356-39-4

1-(6-Chloro-1-methyl-2-oxo-4-phenyl-1,2-dihydro-quinolin-3-yl)-pyridinium; chloride

Conditions
ConditionsYield
94%
6021-21-2

2-(2-chloro-N-methyl-acetamido)-5-chlorobenzophenone

A

37393-81-0

6-chloro-3,4-epoxy-1,2,3,4-tetrahydro-1-methyl-2-oxo-4-phenylquinoline

B

37393-79-6

6-chloro-1,2-dihydro-3-hydroxy-1-methyl-2-oxo-4-phenylquinoline

C

5220-02-0

3-amino-6-chloro-1,2-dihydro-1-methyl-2-oxo-4-phenylquinoline

D

3,6-dichloro-1,2-dihydro-1-methyl-2-oxo-4-phenylquinoline

E

6-Chloro-3-methyl-7b-phenyl-1,1a,3,7b-tetrahydro-1,3-diaza-cyclopropa[a]naphthalen-2-one

F

439-14-5

diazepam

Conditions
ConditionsYield
With ammonia In ethanol at 80℃; for 2h; Mechanism; further reagent;A n/a
B n/a
C n/a
D n/a
E n/a
F 65%
6021-21-2

2-(2-chloro-N-methyl-acetamido)-5-chlorobenzophenone

A

37393-79-6

6-chloro-1,2-dihydro-3-hydroxy-1-methyl-2-oxo-4-phenylquinoline

B

5220-02-0

3-amino-6-chloro-1,2-dihydro-1-methyl-2-oxo-4-phenylquinoline

C

3,6-dichloro-1,2-dihydro-1-methyl-2-oxo-4-phenylquinoline

D

439-14-5

diazepam

Conditions
ConditionsYield
With ammonia In ethanol at 80℃; for 2h; Further byproducts given;A n/a
B n/a
C n/a
D 65%
6021-21-2

2-(2-chloro-N-methyl-acetamido)-5-chlorobenzophenone

A

37393-81-0

6-chloro-3,4-epoxy-1,2,3,4-tetrahydro-1-methyl-2-oxo-4-phenylquinoline

B

3,6-dichloro-1,2-dihydro-1-methyl-2-oxo-4-phenylquinoline

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol at 60℃; for 48h;A n/a
B 5.3%
21539-47-9

3-ethylamino propionitrile

6021-21-2

2-(2-chloro-N-methyl-acetamido)-5-chlorobenzophenone

N-(2-Benzoyl-4-chloro-phenyl)-2-[(2-cyano-ethyl)-ethyl-amino]-N-methyl-acetamide

Conditions
ConditionsYield
In 1,4-dioxane
693-51-6

3-(butylamino)propanenitrile

6021-21-2

2-(2-chloro-N-methyl-acetamido)-5-chlorobenzophenone

59049-46-6

N-(2-Benzoyl-4-chloro-phenyl)-2-[butyl-(2-cyano-ethyl)-amino]-N-methyl-acetamide

Conditions
ConditionsYield
In 1,4-dioxane
21539-52-6

N-sec-butyl-β-alanine nitrile

6021-21-2

2-(2-chloro-N-methyl-acetamido)-5-chlorobenzophenone

N-(2-Benzoyl-4-chloro-phenyl)-2-[sec-butyl-(2-cyano-ethyl)-amino]-N-methyl-acetamide

Conditions
ConditionsYield
In 1,4-dioxane
540-61-4

2-aminoacetonitrile

6021-21-2

2-(2-chloro-N-methyl-acetamido)-5-chlorobenzophenone

59049-39-7

N-(2-Benzoyl-4-chloro-phenyl)-2-(cyanomethyl-amino)-N-methyl-acetamide

Conditions
ConditionsYield
In 1,4-dioxane

N-Methyl-2'-benzoyl-2,4'-dichloroacetanilide Specification

The Acetamide,N-(2-benzoyl-4-chlorophenyl)-2-chloro-N-methyl-, with the CAS registry number 6021-21-2, is also known as 2-Chloro-N-[4-chloro-2-(phenylcarbonyl)phenyl]-N-methylacetamide. Its EINECS number is 227-875-3. This chemical's molecular formula is C16H13Cl2NO2 and molecular weight is 322.19. What's more, its systematic name is N-(2-Benzoyl-4-chlorophenyl)-2-chloro-N-methylacetamide.

Physical properties of Acetamide,N-(2-benzoyl-4-chlorophenyl)-2-chloro-N-methyl- are: (1)ACD/LogP: 3.21; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.21; (4)ACD/LogD (pH 7.4): 3.21; (5)ACD/BCF (pH 5.5): 160.94; (6)ACD/BCF (pH 7.4): 160.94; (7)ACD/KOC (pH 5.5): 1321.71; (8)ACD/KOC (pH 7.4): 1321.71; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 37.38 Å2; (13)Index of Refraction: 1.616; (14)Molar Refractivity: 84.76 cm3; (15)Molar Volume: 242.5 cm3; (16)Polarizability: 33.6×10-24cm3; (17)Surface Tension: 51 dyne/cm; (18)Density: 1.328 g/cm3; (19)Flash Point: 261.8 °C; (20)Enthalpy of Vaporization: 77.98 kJ/mol; (21)Boiling Point: 509.3 °C at 760 mmHg; (22)Vapour Pressure: 1.72E-10 mmHg at 25°C.

Preparation: this chemical can be prepared by chloroacetyl chloride and 5-chloro-2-methylamino-benzophenone at the temperature of 40°C. This reaction will need reagent aq.NaHCO3 and solvent toluene with the reaction time of 2 hours. The yield is about 92%.

Acetamide,N-(2-benzoyl-4-chlorophenyl)-2-chloro-N-methyl- can be prepared by chloroacetyl chloride and 5-chloro-2-methylamino-benzophenone  at the temperature of 40°C

Uses of Acetamide,N-(2-benzoyl-4-chlorophenyl)-2-chloro-N-methyl-: it can be used to produce 7-chloro-1-methyl-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one when it is heated. It will need reagent hexamine, hexamine hydrochloride and solvent aq. ethanol. The yield is about 90%.

Acetamide,N-(2-benzoyl-4-chlorophenyl)-2-chloro-N-methyl- can be used to produce 7-chloro-1-methyl-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one when it is heated

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cc(c(N(C(=O)CCl)C)cc1)C(=O)c2ccccc2
(2)Std. InChI: InChI=1S/C16H13Cl2NO2/c1-19(15(20)10-17)14-8-7-12(18)9-13(14)16(21)11-5-3-2-4-6-11/h2-9H,10H2,1H3
(3)Std. InChIKey: DSAWUUVGNZAARH-UHFFFAOYSA-N

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