4,5-Dichloro-2-nitroaniline supplier

Name
4,5-Dichloro-2-nitroaniline
EINECS 229-657-3
CAS No. 6641-64-1
Article Data13
CAS DataBase
Density 1.624 g/cm³
Solubility 60.3mg/L at 25℃
Melting Point 180-181 ºC
Formula C₆H₄Cl₂N₂O₂
Boiling Point 347.1 °C at 760 mmHg
Molecular Weight 207.016
Flash Point 163.7 °C
Transport Information
Appearance light yellow solid powder
Safety S22;S26;S36/37/39
Risk Codes R20/21/22;R36/37/38
Molecular Structure
Hazard Symbols
Synonyms Benzenamine, 4,5-dichloro-2-nitro-;3,4-DICHLORO-6-NITROANILINE;4,5-DICHLORO-2-NITROANILINE;4,5-DICHLORO-2-NITROBENZENAMINE;TIMTEC-BB SBB003477;4,5-Dichloro-2-nitroaniline 98%;2-NITRO-4,5-DICHLOROANILINE
PSA 71.84000
LogP 3.58820

Synthetic route

: 99-54-7
3,4-dichloronitrobenzene

A: 65078-77-5
2,3-dichloro-6-nitroaniline

B: 6641-64-1
4,5-dichloro-2-nitroaniline

Conditions

Conditions	Yield
With O-Methylhydroxylamin; potassium tert-butylate; copper diacetate In monoethylene glycol diethyl ether at 20℃; for 2h; Substitution; Amination;	A 75% B 14%

: 89-69-0
2,4,5-Trichloronitrobenzene

: 6641-64-1
4,5-dichloro-2-nitroaniline

Conditions

Conditions	Yield
With ammonia In water; isopropyl alcohol at 120℃; for 6h;	48.3%
With ethanol; ammonia at 200℃;

: 6306-39-4
1,2-dichloro-4,5-dinitrobenzene

: 6641-64-1
4,5-dichloro-2-nitroaniline

Conditions

Conditions	Yield
With ethanol; ammonia

: 5462-30-6
N-(4,5-dichloro-2-nitrophenyl)acetamide

: 6641-64-1
4,5-dichloro-2-nitroaniline

Conditions

Conditions	Yield
With sulfuric acid at 120℃;
With sulfuric acid at 100℃; for 0.25h;

: 2150-93-8
N-(3,4-dichlorophenyl)acetamide

A: 6641-64-1
4,5-dichloro-2-nitroaniline

B 3.4-dichloro-2(?)-nitro-acetanilide and 3.4-dichloro-2(?).6-dinitro-acetanilide: 3.4-dichloro-2(?)-nitro-acetanilide and 3.4-dichloro-2(?).6-dinitro-acetanilide

Conditions

Conditions	Yield
With nitric acid man trennt durch fraktionierte Krystallisation aus Alkohol; zur Abspaltung der Acetylgruppe erwaermt man mit konz.Schwefelsaeure;

: 89-69-0
2,4,5-Trichloronitrobenzene

: 7664-41-7
ammonia

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 6306-39-4
1,2-dichloro-4,5-dinitrobenzene

: 7664-41-7
ammonia

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 2150-93-8
N-(3,4-dichlorophenyl)acetamide

: 6641-64-1
4,5-dichloro-2-nitroaniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 60percent nitric acid, conc. sulfuric acid / 1.) 0 deg C, 10 min, 2.) RT, 30 min 2: conc. sulfuric acid / 0.25 h / 100 °C View Scheme

: 95-76-1
m,p-dichloroaniline

: 6641-64-1
4,5-dichloro-2-nitroaniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetic acid / 0.25 h / Heating 2: 60percent nitric acid, conc. sulfuric acid / 1.) 0 deg C, 10 min, 2.) RT, 30 min 3: conc. sulfuric acid / 0.25 h / 100 °C View Scheme

: 95-50-1
1,2-dichloro-benzene

: 6641-64-1
4,5-dichloro-2-nitroaniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: beim Nitrieren 2: alcohol; ammonia View Scheme

: 84-11-7
9,10-phenanthrenequinone

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 40880-95-3
11,12-dichloro-dibenzo[a,c]phenazine

Conditions

Conditions	Yield
	99.9%

: 123-75-1
pyrrolidine

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 87200-62-2
4-chloro-2-nitro-5-pyrrolidin-1-yl-phenylamine

Conditions

Conditions	Yield
at 100℃; for 6h;	99%
Heating;

: 696-59-3
cis,trans-2,5-dimethoxytetrahydrofuran

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 59194-30-8
1H–1–(4,5–dichloro–2–nitrophenyl)pyrrole

Conditions

Conditions	Yield
With acetic acid for 4h; Reflux;	99%
In acetic acid for 0.133333h; Heating; Irradiation;	86%
With acetic acid at 120℃; for 2h; Inert atmosphere;

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 172215-93-9
2-bromo-3,4-dichloro-6-nitroaniline

Conditions

Conditions	Yield
With bromine In 1,2-dichloro-ethane at 97℃; for 18h;	99%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 100℃; for 1h; Bromination;	86%
With N-Bromosuccinimide; acetic acid at 25℃; for 16h;	80%
With N-Bromosuccinimide In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; dichloromethane; N,N-dimethyl-formamide

: 576-24-9
2,3-dichlorophenol

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

Conditions

Conditions	Yield
With potassium methanolate In N,N-dimethyl-formamide at 155℃; for 0.5h; Temperature; Reagent/catalyst; Microwave irradiation;	98.5%

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

Conditions

Conditions	Yield
With hydrogen; nickel In ethanol under 2068.6 Torr;	98%
With ethanol; nickel Hydrogenation;
With hydrogenchloride; tin(ll) chloride

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 172215-92-8
2,3,4-trichloro-6-nitrobenzenamine

Conditions

Conditions	Yield
With N-chloro-succinimide In N,N-dimethyl-formamide at 100℃; for 1h; Chlorination;	98%
With N-chloro-succinimide In N,N-dimethyl-formamide at 100℃; for 2h;	98%
With N-chloro-succinimide In N,N-dimethyl-formamide at 100℃; for 1h;	81%
With N-chloro-succinimide In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; dichloromethane; N,N-dimethyl-formamide

: 90-15-3
α-naphthol

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 473539-86-5
4-chloro-5-(1-naphthyloxy)-2-nitroaniline

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 115℃; for 3.5h;	98%
With potassium carbonate In N,N-dimethyl-formamide

: 107-03-9
1-thiopropane

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 1193384-63-2
4-chloro-2-nitro-5-propylsulfanyl-phenylamine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 1.5h;	98%

: 122-51-0
orthoformic acid triethyl ester

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 6478-73-5
5,6-dichlorobenzimidazole

Conditions

Conditions	Yield
With iron; ytterbium(III) triflate at 75℃; for 3h;	96%

: 110-91-8
morpholine

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 87200-60-0
3-Morpholino-4-chloro-6-nitroaniline

Conditions

Conditions	Yield
at 100℃; for 3h;	94%
for 6h; Heating;	93.49%

: 6641-64-1
4,5-dichloro-2-nitroaniline

: potassium 4-[3-(4-acetyl-piperazin-1-yl)-3-oxo-propenyl]-2-chloro-benzenethiolate

: 280752-67-2
(2-chloro-4-nitro-5-aminophenyl)[2-chloro-4-(E-((4-acetylpiperazin-1-yl)carbonyl)ethenyl)phenyl]sulfide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 3h;	93%

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 108-95-2
phenol

: 20066-54-0
2-chloro-4-nitro-5-amino-1,1'-diphenyl ether

Conditions

Conditions	Yield
In sodium hydroxide; chlorobenzene	92%
Stage #1: phenol With potassium carbonate In N,N-dimethyl-formamide at 140 - 160℃; for 2h; Stage #2: 4,5-dichloro-2-nitroaniline In N,N-dimethyl-formamide at 140 - 160℃;
With potassium hydroxide

: 124-41-4
sodium methylate

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 55730-07-9
4-chloro-5-methoxy-2-nitroaniline

Conditions

Conditions	Yield
In methanol for 3h; Reflux;	92%
In methanol at 100℃; for 6h;	56%

: 110-89-4
piperidine

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 87200-61-1
4-chloro-2-nitro-5-(piperidin-1-yl)aniline

Conditions

Conditions	Yield
at 100℃; for 2h;	91%
Heating;

: 103-82-2
phenylacetic acid

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 1798-36-3
4,5-Dichloro-2-nitro-1-(phenylacetamido)benzene

Conditions

Conditions	Yield
In thionyl chloride; chloroform	90%

: 110-85-0
piperazine

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 4-chloro-2-nitro-5-(piperazin-1-yl)aniline

Conditions

Conditions	Yield
With triethylamine at 100℃; for 48h;	90%
With sodium carbonate In water; cyclohexanol

: 119-52-8
4,4'-dimethoxybenzoin

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 861821-64-9
6,7-dichloro-2,3-bis(4-methoxyphenyl)quinoxaline

Conditions

Conditions	Yield
With sodium hydroxide In toluene at 120℃; for 3h; Inert atmosphere; Sealed tube; Green chemistry;	90%

: 288-88-0
1,2,4-Triazole

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 366804-07-1
4-chloro-2-nitro-5-[1,2,4]triazol-1-yl-phenylamine

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 100℃; for 6h;	89%

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 4,5-dichloro-2-nitrobenzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With tert.-butylnitrite; boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃;	89%

: 77-78-1
dimethyl sulfate

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 107342-18-7
4,5-dichloro-N-methyl-2-nitrobenzenamine

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydroxide In toluene at 20℃; for 5h;	89%

: 99724-17-1
N,N-dimethyl-3-pyrrolidinemethanamine

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 1380921-00-5
4-chloro-5-(3-dimethylaminomethyl-pyrrolidin-1-yl)-2-nitroaniline

Conditions

Conditions	Yield
potassium carbonate In dimethyl sulfoxide at 120℃;	87%
With potassium carbonate In dimethyl sulfoxide at 120℃;	87%

: 288-13-1
NH-pyrazole

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 366804-06-0
4-chloro-2-nitro-5-pyrazol-1-yl-phenylamine

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 100℃; for 6h;	86%

: 873-63-2
m-chlorobenzyl alcohol

: 6641-64-1
4,5-dichloro-2-nitroaniline

4-chloro-5-(3-chlorobenzyloxy)-2-nitrobenzenamine: 4-chloro-5-(3-chlorobenzyloxy)-2-nitrobenzenamine

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydroxide In water; chlorobenzene	82%

: 108-40-7
toluene-3-thiol

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 1193384-33-6
4-chloro-2-nitro-5-m-tolylsulfanyl-phenylamine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 16h;	81%

: 492-70-6, 655-48-1, 2325-10-2, 38270-73-4, 52340-78-0, 579-43-1
1,2-diphenyl-1,2-ethanediol

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 6,7-dichloro-2,3-diphenylquinoxaline

Conditions

Conditions	Yield
With sodium hydroxide In toluene at 120℃; for 3h; Inert atmosphere; Sealed tube; Green chemistry;	80%

: 104-53-0
3-phenyl-propionaldehyde

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 905287-99-2
5,6-dichloro-2-phenethyl-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With sodium dithionite In ethanol at 70℃; for 5h;	78%

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 74-88-4
methyl iodide

: 107342-18-7
4,5-dichloro-N-methyl-2-nitrobenzenamine

Conditions

Conditions	Yield
Stage #1: 4,5-dichloro-2-nitroaniline With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil for 1h;	78%
Stage #1: 4,5-dichloro-2-nitroaniline With sodium hydride In DMF (N,N-dimethyl-formamide) for 0.25h; Stage #2: methyl iodide In DMF (N,N-dimethyl-formamide) at 20℃; for 1h;

: 6641-64-1
4,5-dichloro-2-nitroaniline

: proline-N,N-dimethylamide

: 1380921-09-4
4-chloro-5-(2-dimethylcarbamoyl-pyrrolidin-1-yl)-2-nitroaniline

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 120℃; for 2.5h;	78%
With potassium carbonate In dimethyl sulfoxide at 120℃; for 2.5h;	78%

: 1187930-86-4
(rac)-pyrrolidine-3-carbonitrile hydrochloride

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 1380921-15-2
1-(5-amino-2-chloro-4-nitro-phenyl)-pyrrolidine-3-carbonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 120℃;	78%

4,5-Dichloro-2-nitroaniline Chemical Properties

IUPAC Name: 4,5-dichloro-2-nitroaniline
The MF of 4,5-Dichloro-2-nitroaniline(6641-64-1): C₆H₄Cl₂N₂O₂
The MW of 4,5-Dichloro-2-nitroaniline(6641-64-1): 207.01
EINECS: 229-657-3
Density: 1.624 g/cm³
Flash Point: 163.7 °C
Boiling Point: 347.1 °C at 760 mmHg
Index of Refraction: 1.655
mp: 177-179 °C(lit.)
Categories: Amines;blocks;NitroCompounds;Amines and Anilines;Anilines, Aromatic Amines and Nitro Compounds;API intermediates;Anilines, Amides & Amines;Chlorine Compounds;Nitro Compounds;C2 to C6;Nitrogen Compounds
Synonyms: Benzenamine, 4,5-dichloro-2-nitro-;3,4-DICHLORO-6-NITROANILINE;4,5-DICHLORO-2-NITROANILINE;4,5-DICHLORO-2-NITROBENZENAMINE;TIMTEC-BB SBB003477;4,5-Dichloro-2-nitroaniline 98%;2-NITRO-4,5-DICHLOROANILINE;2-Nitro-4,5-dichlorobenzenamine
The Structure of 4,5-Dichloro-2-nitroaniline(6641-64-1):

4,5-Dichloro-2-nitroaniline Uses

4,5-Dichloro-2-nitroaniline(6641-64-1) is used as intermediates for the antiscolic Triclabendazole.

4,5-Dichloro-2-nitroaniline Safety Profile

Hazard Codes: Xn
Risk Statements: 20/21/22-36/37/38
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-37/39-36/37/39-22
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39: Wear suitable gloves and eye/face protection
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
22: Do not breathe dust
RIDADR: 2811
WGK Germany: 3
Hazard Note: Harmful
HazardClass: 6.1(b)
PackingGroup: III

4,5-Dichloro-2-nitroaniline Specification

1. First Aid Measures
Ingestion:
Seek medical assistance.
Inhalation:
Move victim to fresh air. Apply artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; induce artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult.
Skin:
Remove and isolate contaminated clothing and shoes. Immediately flush with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin.
Eyes:
Immediately flush with running water for at least 20 minutes.

Product Name

4,5-Dichloro-2-nitroaniline

Synthetic route

4,5-Dichloro-2-nitroaniline Chemical Properties

4,5-Dichloro-2-nitroaniline Uses

4,5-Dichloro-2-nitroaniline Safety Profile

4,5-Dichloro-2-nitroaniline Specification

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