2-Amino-2'-chloro-5-nitro benzophenone supplier

Name
2-Amino-2'-chloro-5-nitro benzophenone
EINECS 217-929-4
CAS No. 2011-66-7
Article Data12
CAS DataBase
Density 1.428 g/cm³
Solubility
Melting Point 157-163oC
Formula C₁₃H₉ClN₂O₃
Boiling Point 505.8 °C at 760 mmHg
Molecular Weight 276.679
Flash Point 259.7 °C
Transport Information
Appearance yellow crystal powder
Safety 53-26-36/37-60
Risk Codes 46-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Benzophenone,2-amino-2'-chloro-5-nitro- (7CI,8CI);2-Amino-5-nitro-2'-chlorobenzophenone;
PSA 88.91000
LogP 4.16580

Synthetic route

: 17420-30-3
5-nitroanthranilonitrile

: 3900-89-8
2-Chlorobenzeneboronic acid

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

Conditions

Conditions	Yield
With 5,5'-dimethyl-2,2'-bipyridine; methanesulfonic acid; palladium(II) trifluoroacetate; water In 2-methyltetrahydrofuran at 100℃; for 36h; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere; Cooling with ice;	95%
With 5,5'-dimethyl-2,2'-bipyridine; methanesulfonic acid; palladium(II) trifluoroacetate In 2-methyltetrahydrofuran; water at 90℃; for 36h;

: potassium (2-amino-5-nitrophenyl)trifluoroboranuide

: 609-65-4
o-chlorobenzoyl chloride

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In water; toluene at 90℃; for 12h; Reagent/catalyst; Temperature; Solvent;	94%

: 55501-45-6
2-chloro-N-(4-nitrophenyl)benzamide

: 609-65-4
o-chlorobenzoyl chloride

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

Conditions

Conditions	Yield
With sulfuric acid; acetic acid; zinc(II) chloride Yield given. Multistep reaction;

: 61197-73-7
loprazolam

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

Conditions

Conditions	Yield
With hydrogenchloride for 2h; Heating;

: 364046-84-4, 364046-86-6
5-(2-chlorophenyl)-1,3-dihydro-7-nitro-2H-1,4-benzodiazepin-2-one

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

Conditions

Conditions	Yield
With hydrogenchloride In ethanol Heating;

: 609-65-4
o-chlorobenzoyl chloride

: 100-01-6
4-nitro-aniline

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

Conditions

Conditions	Yield
With zinc(II) chloride

: 616-79-5
2-amino-5-nitro-benzoic acid

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 12 h / Reflux 2: tetrahydrofuran / 0.33 h / Cooling with ice 3: hydrogenchloride / ethanol; water / Reflux View Scheme

: 10073-89-9
2-methyl-6-nitro-4H-benzo[d][1,3]oxazin-4-one

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrahydrofuran / 0.33 h / Cooling with ice 2: hydrogenchloride / ethanol; water / Reflux View Scheme

: C15H11ClN2O4

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water Reflux;	4.54 g

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 598-21-0
2-Bromoacetyl bromide

: 2-bromo-2'-(2-chlorobenzoyl)-4'-nitroacetanilide

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane for 0.166667h; Cooling with ice;	94%
With sodium carbonate In dichloromethane at 0 - 20℃; for 0.166667h;	93%
With sodium carbonate In dichloromethane for 0.166667h; Cooling with ice;	93%
In toluene for 0.025h; Microwave irradiation;	82%

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 54534-72-4
(2-chloro-5-nitrophenyl)(2-chlorophenyl)methanone

Conditions

Conditions	Yield
With copper dichloride; isopentyl nitrite In acetonitrile 1.) 65 deg C, 4 h, 2.) RT, overnight;	90%
With hydrogenchloride; copper(I) chloride In water; acetic acid; sodium nitrite

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 141-97-9
ethyl acetoacetate

: 2-methyl-6-nitro-4-(2-nitro-phenyl)-quinoline-3-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With aminosulfonic acid at 70℃; for 1.5h; Friedlander condensation;	90%

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 123-54-6
acetylacetone

: 1-[2-methyl-6-nitro-4-(2-nitro-phenyl)-quinolin-3-yl]-ethanone

Conditions

Conditions	Yield
With aminosulfonic acid at 70℃; for 1.25h; Friedlander condensation;	85%

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 108-94-1
cyclohexanone

: 7-nitro-9-(2-nitro-phenyl)-1,2,3,4-tetrahydro-acridine

Conditions

Conditions	Yield
With aminosulfonic acid at 70℃; for 1h; Friedlander condensation;	82%

: 97-97-2
chloroacetaldehyde dimethyl acetal

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 101945-55-5
2-chloromethyl-4-o-chlorophenyl-1,2-dihydro-6-nitro-quinazoline 3-oxide

Conditions

Conditions	Yield
With hydrogenchloride; hydroxylamine In ethanol; water 1.) 2 h; 2.) 2.5 h, reflux;	59%

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 56218-62-3
2-(4-methylphenylsulfonamido)acetyl chloride

: 80837-64-5
N-[2-(2-Chloro-benzoyl)-4-nitro-phenyl]-2-(toluene-4-sulfonylamino)-acetamide

Conditions

Conditions	Yield
In acetone at 70℃;	53%

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 1937-19-5
1-aminoguanidine hydrochloride

: 136623-22-8
C14H13ClN6O2*ClH

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water for 6h; Heating;	52%

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 5680-79-5
glycine ethyl ester hydrochloride

: 364046-84-4, 364046-86-6
5-(2-chlorophenyl)-1,3-dihydro-7-nitro-2H-1,4-benzodiazepin-2-one

Conditions

Conditions	Yield
With pyridine Reflux;	52%

: 35386-24-4
1-(2-Methoxyphenyl)piperazine

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: N-(2-(2-chlorobenzoyl)-4-nitrophenyl)-4-(2-methoxyphenyl)piperazine-1-carboxamide

Conditions

Conditions	Yield
Stage #1: 2'-chloro-5-nitro-2-aminobenzophenone With pyridine; bis(trichloromethyl) carbonate In 1,2-dichloro-ethane at 90℃; for 1h; Inert atmosphere; Stage #2: 1-(2-Methoxyphenyl)piperazine In 1,2-dichloro-ethane for 4h; Inert atmosphere; Reflux;	40%

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 16015-71-7
4-(3-methoxyphenyl)piperazine

: N-(2-(2-chlorobenzoyl)-4-nitrophenyl)-4-(3-methoxyphenyl)piperazine-1-carboxamide

Conditions

Conditions	Yield
Stage #1: 2'-chloro-5-nitro-2-aminobenzophenone With pyridine; bis(trichloromethyl) carbonate In 1,2-dichloro-ethane at 90℃; for 1h; Inert atmosphere; Stage #2: 4-(3-methoxyphenyl)piperazine In 1,2-dichloro-ethane for 4h; Inert atmosphere; Reflux;	40%

: 15050-24-5
N-(benzyloxycarbonyl)glycyl chloride

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 76337-80-9
{[2-(2-Chloro-benzoyl)-4-nitro-phenylcarbamoyl]-methyl}-carbamic acid benzyl ester

Conditions

Conditions	Yield
In N,N,N,N,N,N-hexamethylphosphoric triamide; acetonitrile Ambient temperature; Yield given;

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 101928-09-0
2-chloromethyl-4-o-chlorophenyl-6-nitro-quinazoline 3-oxide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 59 percent / NH2OH, 2 N HCl / ethanol; H2O / 1.) 2 h; 2.) 2.5 h, reflux 2: 75 percent / MnO2 / CH2Cl2 / 20 h / Ambient temperature View Scheme

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 101928-10-3
5-o-chlorophenyl-2-methylamino-7-nitro-3H-1,4-benzodiazepine-4-oxide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 59 percent / NH2OH, 2 N HCl / ethanol; H2O / 1.) 2 h; 2.) 2.5 h, reflux 2: 75 percent / MnO2 / CH2Cl2 / 20 h / Ambient temperature 3: 80 percent / methanol / 2 h / Ambient temperature View Scheme

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 101928-12-5
2-carboxymethylamino-5-o-chlorophenyl-7-nitro-3H-1,4-benzodiazepine 4-oxide

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 59 percent / NH2OH, 2 N HCl / ethanol; H2O / 1.) 2 h; 2.) 2.5 h, reflux 2: 75 percent / MnO2 / CH2Cl2 / 20 h / Ambient temperature 3: 80 percent / methanol / 2 h / Ambient temperature 4: 90 percent / imidazole / 48 h / Heating 5: 55 percent / 2 N NaOH / dimethylformamide / 5 °C View Scheme

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 101928-11-4
2-ethoxycarbonylmethylamino-5-o-chlorophenyl-1,3-dihydro-7-nitro-3H-1,4-benzodiazepine 4-oxide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 59 percent / NH2OH, 2 N HCl / ethanol; H2O / 1.) 2 h; 2.) 2.5 h, reflux 2: 75 percent / MnO2 / CH2Cl2 / 20 h / Ambient temperature 3: 80 percent / methanol / 2 h / Ambient temperature 4: 90 percent / imidazole / 48 h / Heating View Scheme

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 101928-13-6
6-o-chlorophenyl-2,4-dihydro-2-dimethylaminomethylene-8-nitro-1H-midazo<1,2-a><1,4>benzodiazepin-1-one-5-oxide

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 59 percent / NH2OH, 2 N HCl / ethanol; H2O / 1.) 2 h; 2.) 2.5 h, reflux 2: 75 percent / MnO2 / CH2Cl2 / 20 h / Ambient temperature 3: 80 percent / methanol / 2 h / Ambient temperature 4: 90 percent / imidazole / 48 h / Heating 5: 55 percent / 2 N NaOH / dimethylformamide / 5 °C 6: 1.) dicyclohexylcarbodiimide; 2.) triethylamine / 1.) CH2Cl2, 1 h, RT; 2.) 2 h View Scheme

Yield

Multi-step reaction with 6 steps
1: 59 percent / NH2OH, 2 N HCl / ethanol; H2O / 1.) 2 h; 2.) 2.5 h, reflux
2: 75 percent / MnO2 / CH2Cl2 / 20 h / Ambient temperature
3: 80 percent / methanol / 2 h / Ambient temperature
4: 90 percent / imidazole / 48 h / Heating
5: 55 percent / 2 N NaOH / dimethylformamide / 5 °C
6: 1.) dicyclohexylcarbodiimide; 2.) triethylamine / 1.) CH2Cl2, 1 h, RT; 2.) 2 h
View Scheme

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 101928-18-1
6-o-chlorophenyl-2,4-dihydro-2(4-methyl-1-piperazinyl)methylene-8-nitro-1H-imidazo<1,2-a><1,4>benzodiazepin-1-one 5-oxide

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 59 percent / NH2OH, 2 N HCl / ethanol; H2O / 1.) 2 h; 2.) 2.5 h, reflux 2: 75 percent / MnO2 / CH2Cl2 / 20 h / Ambient temperature 3: 80 percent / methanol / 2 h / Ambient temperature 4: 90 percent / imidazole / 48 h / Heating 5: 55 percent / 2 N NaOH / dimethylformamide / 5 °C 6: 1.) dicyclohexylcarbodiimide; 2.) triethylamine / 1.) CH2Cl2, 1 h, RT; 2.) 2 h 7: 70 percent / toluene / 9 h / Heating View Scheme

Yield

Multi-step reaction with 7 steps
1: 59 percent / NH2OH, 2 N HCl / ethanol; H2O / 1.) 2 h; 2.) 2.5 h, reflux
2: 75 percent / MnO2 / CH2Cl2 / 20 h / Ambient temperature
3: 80 percent / methanol / 2 h / Ambient temperature
4: 90 percent / imidazole / 48 h / Heating
5: 55 percent / 2 N NaOH / dimethylformamide / 5 °C
6: 1.) dicyclohexylcarbodiimide; 2.) triethylamine / 1.) CH2Cl2, 1 h, RT; 2.) 2 h
7: 70 percent / toluene / 9 h / Heating
View Scheme

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 88968-21-2
6-o-chlorophenyl-2,4-dihydro-4-hydroxy-2-(4-methyl-1-piperazinyl)methylene-8-nitro-1H-imidazo<1,2-a><1,4>benzodiazepin-1-one

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: 59 percent / NH2OH, 2 N HCl / ethanol; H2O / 1.) 2 h; 2.) 2.5 h, reflux 2: 75 percent / MnO2 / CH2Cl2 / 20 h / Ambient temperature 3: 80 percent / methanol / 2 h / Ambient temperature 4: 90 percent / imidazole / 48 h / Heating 5: 55 percent / 2 N NaOH / dimethylformamide / 5 °C 6: 1.) dicyclohexylcarbodiimide; 2.) triethylamine / 1.) CH2Cl2, 1 h, RT; 2.) 2 h 7: 70 percent / toluene / 9 h / Heating 8: 67 percent / trifluoroacetic anhydride / CH2Cl2 / 0.25 h / Heating View Scheme

Yield

Multi-step reaction with 8 steps
1: 59 percent / NH2OH, 2 N HCl / ethanol; H2O / 1.) 2 h; 2.) 2.5 h, reflux
2: 75 percent / MnO2 / CH2Cl2 / 20 h / Ambient temperature
3: 80 percent / methanol / 2 h / Ambient temperature
4: 90 percent / imidazole / 48 h / Heating
5: 55 percent / 2 N NaOH / dimethylformamide / 5 °C
6: 1.) dicyclohexylcarbodiimide; 2.) triethylamine / 1.) CH2Cl2, 1 h, RT; 2.) 2 h
7: 70 percent / toluene / 9 h / Heating
8: 67 percent / trifluoroacetic anhydride / CH2Cl2 / 0.25 h / Heating
View Scheme

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 86187-94-2
[5-Amino-2-(4-methyl-piperidin-1-yl)-phenyl]-(2-chloro-phenyl)-methanone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 90 percent / isoamyl nitrite, CuCl2 / acetonitrile / 1.) 65 deg C, 4 h, 2.) RT, overnight 2: 90 percent / K2CO3 / ethanol / 2 h / Heating 3: 50 percent / SnCl2, HCl View Scheme

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 113456-71-6
[2-(4-methyl-1-piperidinyl)-5-nitrophenyl]-(2-chlorophenyl)-methanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / isoamyl nitrite, CuCl2 / acetonitrile / 1.) 65 deg C, 4 h, 2.) RT, overnight 2: 90 percent / K2CO3 / ethanol / 2 h / Heating View Scheme

: 1142-20-7
N-Cbz-Ala

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 58662-82-1
(S)-benzyl-[1-[[2-(o-chlorobenzoyl)-4-nitrophenyl]carbamoyl]ethyl]carbamate

Conditions

Conditions	Yield
With thionyl chloride; sodium hydrogencarbonate In tetrahydrofuran; Petroleum ether

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 7772-99-8
stannous chloride

: 58479-51-9
2,5-diamino-2'-chlorobenzophenone

Conditions

Conditions	Yield
With sodium hydroxide In hydrogenchloride

: 2011-66-7
2'-chloro-5-nitro-2-aminobenzophenone

: 2-amino-2'-chloro-5-nitrobenzophenone hydrazone

Conditions

Conditions	Yield
With hydrazine hydrate In diethylene glycol

2-Amino-2'-chloro-5-nitro benzophenone Specification

The IUPAC name of 2-Amino-2'-chloro-5-nitro benzophenone is (2-amino-5-nitrophenyl)-(2-chlorophenyl)methanone. With the CAS registry number 2011-66-7, it is also named as methanone, (2-amino-5-nitrophenyl)(2-chlorophenyl)-. The product's categories are Fine Chemical & Intermediates; Aromatic Benzophenones & Derivatives (substituted);(intermediate of clonazepam,loprazolam); Amines; Aromatics. It is yellow crystal powder.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.23; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.22; (4)ACD/LogD (pH 7.4): 3.22; (5)ACD/BCF (pH 5.5): 166.28; (6)ACD/BCF (pH 7.4): 166.28; (7)ACD/KOC (pH 5.5): 1352.95; (8)ACD/KOC (pH 7.4): 1352.95; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.662; (13)Molar Refractivity: 71.72 cm³; (14)Molar Volume: 193.6 cm³; (15)Polarizability: 28.43×10^-24 cm³; (16)Surface Tension: 62.3 dyne/cm; (17)Enthalpy of Vaporization: 77.55 kJ/mol; (18)Vapour Pressure: 2.36E-10 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Tautomer Count: 4; (21)Exact Mass: 276.03017; (22)MonoIsotopic Mass: 276.03017; (23)Topological Polar Surface Area: 88.9; (24)Heavy Atom Count: 19; (25)Complexity: 358.

Uses of 2-Amino-2'-chloro-5-nitro benzophenone: It can react with N-(toluene-4-sulfonyl)-glycyl chloride to get N-[2-(2-chloro-benzoyl)-4-nitro-phenyl]-2-(toluene-4-sulfonylamino)-acetamide. This reaction needs solvent acetone at temperature of 70 °C. The yield is 53 %.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(c1ccccc1Cl)c2cc([N+]([O-])=O)ccc2N
2. InChI:InChI=1/C13H9ClN2O3/c14-11-4-2-1-3-9(11)13(17)10-7-8(16(18)19)5-6-12(10)15/h1-7H,15H2

Product Name

2-Amino-2'-chloro-5-nitro benzophenone

Synthetic route

2-Amino-2'-chloro-5-nitro benzophenone Specification

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