Benzenamine,5-chloro-N-methyl-2-nitro- supplier

Name
5-CHLORO-N-METHYL-2-NITROBENZENAMINE
EINECS
CAS No. 35966-84-8
Article Data36
CAS DataBase
Density 1.406 g/cm³
Solubility
Melting Point 104-107 °C
Formula C₇H₇ClN₂O₂
Boiling Point 318.1 °C at 760 mmHg
Molecular Weight 186.598
Flash Point 146.2 °C
Transport Information
Appearance yellow to orange-yellow powder
Safety 38-28
Risk Codes 22
Molecular Structure
Hazard Symbols Xn
Synonyms Aniline,5-chloro-N-methyl-2-nitro- (6CI);4-Chloro-2-(methylamino)nitrobenzene;5-Chloro-N-methyl-2-nitroaniline;N-Methyl-5-chloro-2-nitroaniline;NSC 86687;
PSA 57.85000
LogP 2.88610

Synthetic route

: 611-06-3
2,4-dichloronitrobenzene

: 74-89-5
methylamine

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 40℃; for 22h; Product distribution / selectivity;	100%
With triethylamine In tetrahydrofuran at 40℃; for 22h; Inert atmosphere;	100%
In water; dimethyl sulfoxide at 27 - 37℃; for 6h;	90%

: 1635-61-6
5-chloro-2-nitroaniline

: 74-88-4
methyl iodide

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃;	100%
Stage #1: 5-chloro-2-nitroaniline With sodium hydride In tetrahydrofuran; paraffin oil at 0℃; for 0.25h; Stage #2: methyl iodide In tetrahydrofuran; paraffin oil at 20℃; for 2h;	95%

: 1635-61-6
5-chloro-2-nitroaniline

: 77-78-1
dimethyl sulfate

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water; toluene at 20℃; Methylation;	96%
Stage #1: 5-chloro-2-nitroaniline With potassium tert-butylate In DMF (N,N-dimethyl-formamide) at 0℃; for 1h; Stage #2: dimethyl sulfate In DMF (N,N-dimethyl-formamide) at 25℃; for 1.5h;

: 700-37-8
4-chloro-2-fluoro-nitrobenzene

: 74-89-5
methylamine

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
In ethanol at 0℃; for 2.25h;	92.7%
In ethanol; water for 1h;	33%
In tetrahydrofuran; dimethyl sulfoxide at 20℃; for 24h; Product distribution / selectivity;
In tetrahydrofuran at 20℃;
In tetrahydrofuran at 20℃; for 1h; Microwave irradiation; Sealed tube;

: 77-78-1
dimethyl sulfate

: 174264-60-9
5-chloro-2-nitro-N-trifluoroacetylaniline

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In toluene Ambient temperature;	90%

: C8H7ClN2O4*CH5N*ClH

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
With hydrogenchloride	88%

: 610-40-2
3,4-dinitro-chlorobenzene

: 74-89-5
methylamine

A: 35966-84-8
4-chloro-2-methylaminonitrobenzene

B: 61149-80-2
N-methyl-3,4-dinitroaniline

Conditions

Conditions	Yield
In methanol at 20℃; for 3h;	A 60% B n/a

...Expand

: 5-chloro-N-methyl-2-nitro-N-nitroso-aniline

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
With hydrogenchloride

: 610-40-2
3,4-dinitro-chlorobenzene

: 74-89-5
methylamine

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
With ethanol at 25℃;
With sodium hydroxide; ethanol
With sodium hydroxide; ethanol

: 67-56-1
methanol

: 72693-63-1
3'-Chlor-5'-nitro-N-methyltoluanilid

A: 99-75-2
4-methyl-benzoic acid methyl ester

B: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
With sodium at 99.9℃; Rate constant;

...Expand

: 1635-61-6
5-chloro-2-nitroaniline

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sat. NaHCO3 / CH2Cl2 / Ambient temperature 2: 90 percent / benzyltriethylammonium chloride, aq. NaOH / toluene / Ambient temperature View Scheme
With NaH In N,N-dimethyl-formamide

: 55775-97-8
2,6-dichloro-3-nitrobenzoic acid

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 97 percent / ethanol; H2O / 2 h / Heating 2: 88 percent / 18percent aq. HCl View Scheme

: 7006-52-2
3-chloro-N-methylaniline

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: alcohol / Einleiten von nitrosen Gasen 2: fuming hydrochloric acid View Scheme

: 108-42-9
3-chloro-aniline

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: beim Methylieren 2: alcohol / Einleiten von nitrosen Gasen 3: fuming hydrochloric acid View Scheme

: 5-chloro-N-methyl-2-nitro-N-trifluoroacetylaniline

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
With sodium hydroxide In methanol; dichloromethane

: 855876-28-7
acetic acid-(5-chloro-N-methyl-2-nitro-anilide)

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
With sulfuric acid Heating;

: 74-89-5
methylamine

4-chloro-2-halo-1-nitrobenzene: 4-chloro-2-halo-1-nitrobenzene

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran

: 107-03-9
1-thiopropane

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 80983-49-9
N-methyl-2-nitro-5-(propylthio)aniline

Conditions

Conditions	Yield
With potassium hydroxide In water; ethylene glycol at 115℃; for 4h;	96.8%

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

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 1370023-74-7
n-butyl 3-methylamino-4-nitrocinnamate

Conditions

Conditions	Yield
With palladium diacetate; N-ethyl-N,N-diisopropylamine; lithium chloride at 110℃; for 12h; Heck Reaction; Inert atmosphere;	96%
With palladium diacetate; N-ethyl-N,N-diisopropylamine; lithium chloride In N,N-dimethyl acetamide at 110℃; for 12h; Heck Reaction; Inert atmosphere;	71.8 g

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

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 863886-03-7
n-butyl (E)-3-[4-nitro-3-(methylamino)phenyl]prop-2-enoate

Conditions

Conditions	Yield
With palladium diacetate; N-ethyl-N,N-diisopropylamine; lithium chloride at 108 - 112℃; for 6h; Heck Reaction; Inert atmosphere;	95%
With N-Methyldicyclohexylamine; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In 1,4-dioxane at 110℃;	81%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; N-Methyldicyclohexylamine In 1,4-dioxane at 110℃; for 72h; Inert atmosphere; Sealed tube;	81%

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 123-30-8
4-amino-phenol

: 433225-99-1
4-(3-methylamino-4-nitrophenoxy)aniline

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 90℃;	94%
With NaH In N,N-dimethyl-formamide	94%

: 3096-70-6
3,5-dimethyl-4-aminophenol

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 881883-40-5
N-[5-(4-amino-3,5-dimethylphenoxy)-2-nitrophenyl]-N-methylamine

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-4-methyl-phenol; potassium tert-butylate In N,N-dimethyl acetamide at 60℃; for 0.5h; Product distribution / selectivity;	93%
With potassium tert-butylate In N,N-dimethyl acetamide at 75 - 80℃; for 1h; Product distribution / selectivity;	80%
In N,N-dimethyl acetamide; water

: 123-75-1
pyrrolidine

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: N-methyl-2-nitro-5-pyrrolidinoaniline

Conditions

Conditions	Yield
for 0.75h; Heating;	92%

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 69397-93-9
N-methyl-5-methoxy-2-nitroaniline

Conditions

Conditions	Yield
With sodium methylate In methanol; DMF (N,N-dimethyl-formamide) at 55℃; for 2h;	90%

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 1635-61-6
5-chloro-2-nitroaniline

: 69397-93-9
N-methyl-5-methoxy-2-nitroaniline

Conditions

Conditions	Yield
With sodium methylate; dimethyl sulfate In N-methyl-acetamide; methanol; water	90%

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 84859-27-8
5-chloro-N1-methylbenzene-1,2-diamine

Conditions

Conditions	Yield
With tin(II) chloride dihdyrate In ethyl acetate for 16h; Reflux;	88%
With ethanol; nickel Hydrogenation;
With hydrogenchloride; tin(ll) chloride

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: (S)-(-)-Ethylmethylcyanessigsaeurechlorid

: 154334-40-4
(S)-(+)-N-<5-Chlor-2-nitro-phenyl>-N-methyl-ethyl-methyl-cyanessigsaeureamid

Conditions

Conditions	Yield
In pyridine Heating;	88%

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 149-73-5
trimethyl orthoformate

: 10406-94-7
1-methyl-6-chloro-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With hydrogen; pyridinium p-toluenesulfonate; palladium on activated charcoal In ethyl acetate at 20℃; under 2585.74 Torr; for 6h;	88%

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: (R)-(+)-Ethylmethylcyanessigsaeurechlorid

: 154334-39-1
(R)-(-)-N-<5-Chlor-2-nitro-phenyl>-N-methyl-ethyl-methyl-cyanessigsaeureamid

Conditions

Conditions	Yield
In pyridine Heating;	85%

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 140-53-4
p-chlorobenzyl cyanide

: 914401-82-4
C15H12ClN3O2

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride	85%
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In tetrahydrofuran; water at 50℃; for 48h;	66.8%

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 107-21-1
ethylene glycol

: (3-N-methylamino-4-nitro-phenoxy)-ethanol

Conditions

Conditions	Yield
With sodium hydroxide at 100 - 110℃; for 4.5h; Time;	83.31%

: 110-89-4
piperidine

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: N-methyl-2-nitro-5-piperidinoaniline

Conditions

Conditions	Yield
for 1.5h; Heating;	82%

: 576-24-9
2,3-dichlorophenol

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 1234449-75-2
5-(2,3-dichlorophenoxy)-N-methyl-2-nitroaniline

Conditions

Conditions	Yield
With potassium carbonate In water; N,N-dimethyl-formamide at 125℃; for 3h;	81%

: 109-01-3
1-methyl-piperazine

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: N-methyl-5-(4-methylpiperazino)-2-nitroaniline

Conditions

Conditions	Yield
for 4h; Heating;	80%
at 20 - 90℃; for 18h;

: 5344-97-8
3,5-dimethyl-4-nitrophenol

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: N-[5-(3,5-dimethyl-4-nitrophenoxy)-2-nitrophenyl]-N-methylamine

Conditions

Conditions	Yield
With potassium tert-butylate In N,N-dimethyl acetamide at 20 - 140℃; for 2.25h;	80%
With hydrogenchloride In N,N-dimethyl acetamide

: 110-91-8
morpholine

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: N-methyl-5-morpholino-2-nitroaniline

Conditions

Conditions	Yield
for 7h; Heating;	74%

: 24424-99-5
di-tert-butyl dicarbonate

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 299176-17-3
N-(2-nitro-5-chlorophenyl)-N-methylcarbamic acid t-butyl ester

Conditions

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20℃; for 16h;	73.1%

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: Ethylmethylcyanessigsaeurechlorid

: 153899-88-8
N-<5-Chlor-2-nitro-phenyl>-N-methyl-ethyl-methyl-cyanessigsaeureamid

Conditions

Conditions	Yield
In pyridine Heating;	71%

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 128796-39-4
4-trifluoromethylphenylboronic acid

: N-methyl-4-nitro-4'-(trifluoromethyl)-3-biphenylamine

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 100℃; for 17h; Suzuki coupling;	68%

: 50-47-5
desipramine

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 12775-96-1, 15158-11-9, 15721-63-8, 16941-75-6, 17493-86-6, 19498-52-3, 20499-83-6, 20499-84-7, 20499-85-8, 20499-86-9, 20573-10-8, 20573-11-9, 21595-51-7, 21595-52-8, 22206-52-6, 26445-28-3, 28959-95-7, 37362-93-9, 39417-05-5, 54603-16-6, 54603-23-5, 54603-32-6, 54603-40-6, 54603-48-4, 54603-81-5, 54603-89-3, 56316-56-4, 95985-91-4, 122297-32-9, 7440-50-8
copper

: 174264-64-3
4-bromo-2-(1H-1,2,4-triazol-1-ylmethyl)phenol

: 5-[4-bromo-2-(1H-1,2,4-triazol-1-ylmethyl)phenoxy]-N-methyl-2-nitroaniline

Conditions

Conditions	Yield
With sodium methylate In methanol; water; ethyl acetate	62.5%

...Expand

Benzenamine,5-chloro-N-methyl-2-nitro- Specification

The Benzenamine,5-chloro-N-methyl-2-nitro-, with the CAS registry number 35966-84-8, is also known as 4-Chloro-2-(methylamino)nitrobenzene. This chemical's molecular formula is C₇H₇ClN₂O₂ and molecular weight is 186.6. What's more, its systematic name is 5-chloro-N-methyl-2-nitroaniline. It should be sealed and stored in a cool and dry place.

Physical properties of Benzenamine,5-chloro-N-methyl-2-nitro- are: (1)ACD/LogP: 3.37; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 4; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 2; (6)Polar Surface Area: 49.06 Å²; (7)Index of Refraction: 1.631; (8)Molar Refractivity: 47.3 cm³; (9)Molar Volume: 132.6 cm³; (10)Polarizability: 18.75×10^-24cm³; (11)Surface Tension: 52.7 dyne/cm; (12)Density: 1.406 g/cm³; (13)Flash Point: 146.2 °C; (14)Enthalpy of Vaporization: 55.96 kJ/mol; (15)Boiling Point: 318.1 °C at 760 mmHg; (16)Vapour Pressure: 0.000369 mmHg at 25°C.

Preparation of Benzenamine,5-chloro-N-methyl-2-nitro-: this chemical can be prepared by 2-fluoro-4-chloro-nitrobenzene and methylamine. This reaction will need solvents ethanol, H₂O with the reaction time of 1 hour. The yield is about 33%.

Benzenamine,5-chloro-N-methyl-2-nitro- can be prepared by 2-fluoro-4-chloro-nitrobenzene and methylamine

Uses of Benzenamine,5-chloro-N-methyl-2-nitro-: it can be used to produce N-(5-chloro-2-nitro-phenyl)-2-cyano-2,N-dimethyl-butyramide by heating. It will need solvent pyridine. The yield is about 71%.

Benzenamine,5-chloro-N-methyl-2-nitro- can be used to produce N-(5-chloro-2-nitro-phenyl)-2-cyano-2,N-dimethyl-butyramide by heating

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed. After contact with skin, you must wash immediately with plenty of ... (to be specified by the manufacturer). In case of insufficient ventilation, you should wear suitable respiratory equipment.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CNC1=C(C=CC(=C1)Cl)[N+](=O)[O-]
(2)InChI: InChI=1S/C7H7ClN2O2/c1-9-6-4-5(8)2-3-7(6)10(11)12/h2-4,9H,1H3
(3)InChIKey: YWJPRGWHZDSXML-UHFFFAOYSA-N

Product Name

5-CHLORO-N-METHYL-2-NITROBENZENAMINE

Synthetic route

Benzenamine,5-chloro-N-methyl-2-nitro- Specification

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