99-30-9

Basic information

• Product Name: 2,6-Dichloro-4-nitroaniline
• Synonyms: 1-AMINO-2,6-DICHLORO-4-NITROBENZENE;2,6-DICHLORO-P-NITRO ANILINE;2,6-DICHLORO-4-NITROANILINE;ALLISAN;ALLISAN(R);'LGC' (1116);DCNA(R);DCNA
• CAS NO: 99-30-9
• Molecular Formula: C6H4Cl2N2O2
• Molecular Weight: 207.01
• EINECS: 202-746-4
• Product Categories: Intermediates of Dyes and Pigments;Pharmaceutical intermediate
• Mol File: 99-30-9.mol
• Article Data: 22

Chemical Properties

• Melting Point: 190-192 °C(lit.)
• Boiling Point: 130°C 2mm
• Flash Point: 130°C/2mm
• Appearance: yellow granular powder and chunks
• Density: 1.6257 (rough estimate)
• Vapor Pressure: 0.000269mmHg at 25°C
• Refractive Index: 1.6560 (estimate)
• Storage Temp.: 0-6°C
• Solubility: 0.006g/l (HSDB)
• PKA: pK1:-3.31(+1) (25°C)
• Water Solubility: 1 g/L (60 ºC)
• BRN: 1459581
• CAS DataBase Reference: 2,6-Dichloro-4-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dichloro-4-nitroaniline(99-30-9)
• EPA Substance Registry System: 2,6-Dichloro-4-nitroaniline(99-30-9)

Safety Data

• Hazard Codes: Xi,Xn,N,T+
• Statements: 33-36/37/38-20/21/22-51/53-26/27/28
• Safety Statements: 22-26-36-37/39-61-45-36/37-28
• RIDADR: 2811
• WGK Germany: 3
• RTECS: BX2975000
• TSCA: Yes
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 99-30-9(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 99-30-9 differently. You can refer to the following data:
1. yellow granular powder and chunks
2. Dicloran is a yellow crystalline solid or power. Odorless.

Uses

Different sources of media describe the Uses of 99-30-9 differently. You can refer to the following data:
1. Dichloran is a component for pesticide formulations.
2. Dicloran is a protectant fungicide used to control various rots pathogens (Botrytis, Monilinia, Rhizopus and Sclerotinia) in a wide variety of fruits and vegetables.
3. It is used as dyestuff, agricultural and pharmaceutical intermediate.

Definition

ChEBI: A nitroaniline that is 4-nitroaniline in which the hydrogens at positions 2 and 6 are replaced by chlorines. An agricultural fungicide, it is not approved for use in the European Union.

Agricultural Uses

Fungicide: Used to control fungi on a variety of crops. The top crop usages in California are on celery, head lettuce, and grapes (table, wine and raisin). Not approved for use in EU countries. Actively registered in the U.S. Sixty-five global suppliers.

Trade name

AL-50?; ALLISAN?; BORTRAN?; BOTRAN?; DITRANIL?; FUMITE DICLORAN SMOKE ACARICIDE?; RESISAN?; RD-6584?; U-2069?

Potential Exposure

Dichloran is a substituted benzene/ chlorophenyl fungicide Used to control fungi on a variety of crops. The top crop usages in California are on celery, head lettuce, and grapes (table, wine and raisin).

Metabolic pathway

The metabolism of 2,6-dichloro-4-nitroaniline (DCNA) in rat hepatic microsomes gives rise to the unique metabolite 3,5-dichloro-4-aminophenol (DCAP).

Purification Methods

Crystallise Dichloran from aqueous EtOH or *benzene/EtOH. [Beilstein 12 IV 1681.]

Degradation

Dicloran (1) is stable to hydrolytic degradation (pH 5-9) up to 300 °C. Degradation occurred when dicloran in pH 7 solution was irradiated with UV light (>290 nm); the estimated DT50 was 41 days (PM). Smith-Downey and Fordham (1990) reported the hydrolysis of dicloran in 6 M base to yield 3,5-dichloro-4-aminophenol(2) as the only product detected.

Incompatibilities

Keep away from strong oxidizing agents, strong acids; acid anhydrides; acid chlorides; acetic anhydride; and carbon dioxide

Waste Disposal

Consult with a licensed waste disposal service or environmental regulatory agencies for guidance on acceptable disposal practices. Dissolve or mix material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber

InChI:InChI=1/C6H4Cl2N2O2/c7-4-1-3(10(11)12)2-5(8)6(4)9/h1-2H,9H2

Synthetic route

4-nitro-aniline (100-01-6) → 4-nitro-2,6-dichloroaniline (99-30-9)

Conditions	Yield
With hydrogenchloride; dihydrogen peroxide In water at -8 - 20℃; for 2h; Temperature; Reagent/catalyst;	99.5%
With N-chloro-N-(benzenesulfonyl)benzenesulfonamide In acetonitrile at 20 - 25℃; for 0.133333h; Green chemistry;	99%
Stage #1: 4-nitro-aniline With hydrogenchloride In water at 63℃; for 0.5h; Stage #2: With chlorine In water for 0.166667h; Temperature; Time;	98.65%

2,6-dichloro-p-phenylenediamine (609-20-1) → 4-nitro-2,6-dichloroaniline (99-30-9)

Conditions	Yield
With 1,9-diperoxynonanedioic acid In acetonitrile at 50℃; for 0.5h;	92%

2,6-dichloro-4-aminonitrobenzene (59992-52-8) → 4-nitro-2,6-dichloroaniline (99-30-9)

Conditions	Yield
With nickel(II) tetrafluoroborate hexahydrate; ammonia; hydrogen; bis(2-diphenylphosphinoethyl)phenylphosphine In 2,2,2-trifluoroethanol at 120℃; under 37503.8 Torr; for 24h; chemoselective reaction;	90%

4-nitro-aniline (100-01-6) → 4-nitro-2,6-dichloroaniline (99-30-9) + 2-Chloro-4-nitroaniline (121-87-9)

Conditions	Yield
With N-chloro-N-(benzenesulfonyl)benzenesulfonamide In 1,4-dioxane at 20 - 25℃; Solvent; Green chemistry;	A n/a B 50%
With hydrogenchloride; sodium chlorate In water; acetic acid at 20℃; for 40h;	A 9% B 32%
Chlorierung;
With methanol; chlorine

4-amino-3,5-dichloro-benzenesulfonamide (22134-75-4) → 4-nitro-2,6-dichloroaniline (99-30-9)

Conditions	Yield
With ammonium nitrate; sulfuric acid at 0 - 5℃; for 0.25h;	21%

4-nitro-aniline (100-01-6) → 4-nitro-2,6-dichloroaniline (99-30-9) + 2-Chloro-4-nitroaniline (121-87-9) + bis(4-nitrophenyl)diazene (3646-57-9, 89103-79-7)

Conditions	Yield
With sodium hydroxide; sodium hypochlorite In ethanol at 25℃; for 0.0833333h;	A n/a B 15% C 9%

diethyl ether (60-29-7) + N,N-dichloro-4-nitro-aniline (408326-80-7) → 4-nitro-2,6-dichloroaniline (99-30-9)

4-bromo-2,6-dichloroaniline (697-88-1) → 4-nitro-2,6-dichloroaniline (99-30-9)

Conditions	Yield
With nitric acid; acetic acid

1,3-dichloro-2,5-dinitro-benzene (13633-34-6) → 4-nitro-2,6-dichloroaniline (99-30-9)

Conditions	Yield
With ethanol; ammonia in der Kaelte;

N,N-dichloro-4-nitro-aniline (408326-80-7) → 4-nitro-2,6-dichloroaniline (99-30-9)

Conditions	Yield
With hydrogenchloride; diethyl ether
With diethyl ether
With acetic anhydride

N,N-dichloro-4-nitro-aniline (408326-80-7) + acetic anhydride (108-24-7) → 4-nitro-2,6-dichloroaniline (99-30-9)

tert-butylhypochlorite (507-40-4) + 4-nitro-aniline (100-01-6) → 4-nitro-2,6-dichloroaniline (99-30-9)

Conditions	Yield
With benzene
With acetic acid
With tert-butyl alcohol

acetic acid-(2,4,N-trichloro-anilide) (112160-74-4) + 2-Chloro-4-nitroaniline (121-87-9) → 4-nitro-2,6-dichloroaniline (99-30-9)

Conditions	Yield
With chloroform

2-Chloro-4-nitroaniline (121-87-9) → 4-nitro-2,6-dichloroaniline (99-30-9)

Conditions	Yield
With hydrogenchloride; chlorine
With hydrogenchloride; dihydrogen peroxide In water at 30 - 40℃; Green chemistry;

2,6-dichloro-N-nitroaniline (54381-76-9) → 4-nitro-2,6-dichloroaniline (99-30-9)

Conditions	Yield
With trifluoroacetic acid-d1 In chloroform-d1 at 30℃; Rate constant; Mechanism; kinetic isotope effect;

hydrogenchloride (7647-01-0) + chlorine (7782-50-5) + 2-Chloro-4-nitroaniline (121-87-9) → 4-nitro-2,6-dichloroaniline (99-30-9)

4-nitro-aniline (100-01-6) + benzene (71-43-2) + aqueous sodium hypochlorite → 4-nitro-2,6-dichloroaniline (99-30-9) + bis-(2,6-dichloro-4-nitro-phenyl)-diazene-N-oxide

Conditions	Yield
bei 2.5-stdg. Behandeln;

hydrogenchloride (7647-01-0) + 4-nitro-aniline (100-01-6) + potassium chlorate → 4-nitro-2,6-dichloroaniline (99-30-9) + 2-Chloro-4-nitroaniline (121-87-9)

hydrogenchloride (7647-01-0) + ethanol (64-17-5) + dihydrogen peroxide (7722-84-1) + 4-nitro-aniline (100-01-6) → 4-nitro-2,6-dichloroaniline (99-30-9) + bis(4-nitrophenyl)diazene (3646-57-9, 89103-79-7)

4-bromo-2,6-dichloro-N-nitro-aniline (71756-91-7) + sulfuric acid (7664-93-9) + acetic acid (64-19-7) → 4-nitro-2,6-dichloroaniline (99-30-9)

1,3-dichloro-2,5-dinitro-benzene (13633-34-6) + ammonia (7664-41-7) → 4-nitro-2,6-dichloroaniline (99-30-9)

hydrogenchloride (7647-01-0) + diethyl ether (60-29-7) + N,N-dichloro-4-nitro-aniline (408326-80-7) → 4-nitro-2,6-dichloroaniline (99-30-9)

Conditions	Yield
at -20℃;

N,N-dichloro-4-nitro-aniline (408326-80-7) + petroleum ether → 4-nitro-2,6-dichloroaniline (99-30-9) + bis(4-nitrophenyl)diazene (3646-57-9, 89103-79-7)

2,4,6-trichloro-N-nitroaniline (71756-89-3) → 4-nitro-2,6-dichloroaniline (99-30-9) + 2,4,6-trichloroaniline (634-93-5)

Conditions	Yield
With silica gel at 140℃; for 2h; Product distribution; Further Variations:; Reagents;	A n/a B 20 % Chromat.

4-bromo-aniline (106-40-1) → 4-nitro-2,6-dichloroaniline (99-30-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: chloroform 2: glacial acetic acid; nitric acid View Scheme

2-bromo-4,6-dinitroaniline (1817-73-8) → 4-nitro-2,6-dichloroaniline (99-30-9)

2,6-Dichloroaniline (608-31-1) → 4-nitro-2,6-dichloroaniline (99-30-9)

Conditions	Yield
With sulfuric acid; nitric acid Heating;

1,2-dichloro-benzene (95-50-1) → 4-nitro-2,6-dichloroaniline (99-30-9)

Conditions	Yield
Multi-step reaction with 3 steps 1: sulfuric acid; nitric acid / 0 - 5 °C / Green chemistry 2: ammonia / water / Autoclave; Heating; Green chemistry 3: hydrogenchloride; dihydrogen peroxide / water / 30 - 40 °C / Green chemistry View Scheme

4-nitro-2,6-dichloroaniline (99-30-9) → 3,4,5-trichloronitrobenzen (20098-48-0)

Conditions	Yield
Stage #1: 4-nitro-2,6-dichloroaniline With sulfuric acid; sodium nitrite at 50 - 70℃; for 1h; Stage #2: With acetic acid at 5℃; for 1h; Stage #3: With hydrogenchloride; copper(l) chloride In water at 15 - 70℃; for 2h;	98.5%
Stage #1: 4-nitro-2,6-dichloroaniline With sulfuric acid; sodium nitrite at 5 - 70℃; for 0.333333h; Stage #2: With acetic acid for 0.5h; Stage #3: With hydrogenchloride; copper(l) chloride In water at 25 - 70℃; for 1h;	75%
With copper(I) chloride; hydrogenchloride; sulfuric acid In acetic acid for 1h;	47%
With methyl nitrite; sulfuric acid; acetic acid Diazotization.Behandeln mit Kupfer(I)-chlorid in konz. Salzsaeure;
Stage #1: 4-nitro-2,6-dichloroaniline With sulfuric acid; sodium nitrite at 50℃; for 0.666667h; Sandmeyer Reaction; Stage #2: With acetic acid at 5℃; for 1h; Sandmeyer Reaction; Stage #3: With hydrogenchloride; copper(l) chloride at 15 - 70℃; for 1.83333h; Sandmeyer Reaction;

4-nitro-2,6-dichloroaniline (99-30-9) → 1-bromo-2,6-dichloro-4-nitrobenzene (98137-94-1)

Conditions	Yield
With tert.-butylnitrite; copper(I) bromide In acetonitrile at 20℃; for 6h; Cooling with ice;	97%
With tert.-butylnitrite; copper(ll) bromide In acetonitrile at 20℃; for 10h; Cooling with ice;	92%
With hydrogen bromide; acetic acid; sodium nitrite

4-nitro-2,6-dichloroaniline (99-30-9) + 2-Bromoacetyl bromide (598-21-0) → 2-bromo-N-(2,6-dichloro-4-nitrophenyl)acetamide

Conditions	Yield
In N,N-dimethyl-formamide at 20 - 60℃;	94%

4-nitro-2,6-dichloroaniline (99-30-9) + nitratocarbonylbis(triphenylphosphine)rhodium (22654-78-0, 99664-53-6) → RhCO(P(C6H5)3)2HNC6H2Cl2NO2

Conditions	Yield
With KOH In methanol; acetone to an acetone soln. of Rh complex were added equimolar quantity of nitroaniline (in acetone) and KOH in MeOH; solvents were evpd. in vac., red residue extd. with benzene and filtered from KNO3; solvent removed in vac., crystals pptd. with hexane, filtered, washed with hexane and dried in air; elem. anal.;	92%

4-nitro-2,6-dichloroaniline (99-30-9) + 4-azido-5-fluoro-pyridine-3-carbaldehyde (1378039-78-1) → [1-(4-azido-5-fluoropyridin-3-yl)-meth-(E)-ylidene]-(2,6-dichloro-4-nitrophenyl)-amine (1378040-29-9)

Conditions	Yield
With titanium tetrachloride; triethylamine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere;	92%

4-nitro-2,6-dichloroaniline (99-30-9) + phenol (108-95-2) → C12H7Cl2N3O3

Conditions	Yield
Stage #1: 4-nitro-2,6-dichloroaniline With sulfuric acid; sodium nitrite In 1,2-dimethoxyethane; water at 0 - 5℃; for 1.25h; Stage #2: phenol With sodium carbonate In water at 0 - 70℃; for 7h; pH=9 - 10;	84.5%

4-nitro-2,6-dichloroaniline (99-30-9) + Benzophenone-3 (131-57-7) → 1-[2-hydroxy-4-methoxy-5-(2,6-dichloro-4-nitrophenylazo)phenyl]-1-phenylmethanone (1243203-32-8)

Conditions	Yield
Stage #1: 4-nitro-2,6-dichloroaniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; Stage #2: Benzophenone-3 In water at 0 - 20℃; Alkaline conditions;	84%

4-nitro-2,6-dichloroaniline (99-30-9) + N-cyclohexyl-2-(phenylamino)-2-(p-tolyl)acetamide → (E)-N-cyclohexyl-2-((4-((2,6-dichloro-4-nitrophenyl)diazenyl)phenyl)amino)-2-(p-tolyl)acetamide

Conditions	Yield
Stage #1: 4-nitro-2,6-dichloroaniline With hydrogenchloride In water at 40 - 60℃; for 2h; Stage #2: With sodium nitrite In water at 0℃; for 2h; Stage #3: N-cyclohexyl-2-(phenylamino)-2-(p-tolyl)acetamide With acetic acid In methanol; water at 0 - 20℃; for 24h;	84%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + 4-nitro-2,6-dichloroaniline (99-30-9) → N-(2,6-dichloro-4-nitrophenyl)pyrrole (93516-62-2)

Conditions	Yield
With acetic acid Heating;	82%

4-nitro-2,6-dichloroaniline (99-30-9) + 2-(2-bromophenyl)-N-cyclohexyl-2-(phenylamino)acetamide (1383479-59-1) → (E)-2-(2-bromophenyl)-N-cyclohexyl-2-((4-((2,6-dichloro-4-nitrophenyl)diazenyl)phenyl)amino)acetamide

Conditions	Yield
Stage #1: 4-nitro-2,6-dichloroaniline With hydrogenchloride In water at 40 - 60℃; for 2h; Stage #2: With sodium nitrite In water at 0℃; for 2h; Stage #3: 2-(2-bromophenyl)-N-cyclohexyl-2-(phenylamino)acetamide With acetic acid In methanol; water at 0 - 20℃; for 24h;	81%

4-nitro-2,6-dichloroaniline (99-30-9) + m-acetylamino-N,N-diethylanilne (6375-46-8) → N,N-diethyl-4-(2,6-dichloro-4-nitrophenylazo)-3-acetylaminoaniline (88458-16-6)

Conditions	Yield
Stage #1: 4-nitro-2,6-dichloroaniline With tert.-butylnitrite; naphthalene-1,5-disulfonate In 1,2-dimethoxyethane at 25℃; for 0.5h; Stage #2: m-acetylamino-N,N-diethylanilne With sodium carbonate; naphthalene-1,5-disulfonate In water at 0℃; for 0.166667h; pH=4 - 6;	78.77%
Stage #1: 4-nitro-2,6-dichloroaniline With naphthalene-1,5-disulfonate In ethyl acetate at 50℃; for 0.166667h; Stage #2: With tert.-butylnitrite In ethyl acetate at 25℃; for 0.333333h; Stage #3: m-acetylamino-N,N-diethylanilne With hydrogenchloride In water at 0 - 5℃; for 0.316667h;

formic acid (64-18-6) + 4-nitro-2,6-dichloroaniline (99-30-9) → N-(2,6-dichloro-4-nitrophenyl)formamide (70106-94-4)

Conditions	Yield
Stage #1: formic acid With acetic anhydride at 70 - 80℃; for 1h; Stage #2: 4-nitro-2,6-dichloroaniline for 3h; Heating;	78%
Stage #1: formic acid With acetic anhydride at 55 - 60℃; for 0.333333h; Stage #2: 4-nitro-2,6-dichloroaniline at 55℃; for 6.33333h;	65%

4-nitro-2,6-dichloroaniline (99-30-9) + 2-(2'-anthraquinonylamino-3'-hydroxy)-4-anilino-6-chloro-s-triazine (1395499-28-1) → C29H17Cl2N7O5 (1395499-25-8)

Conditions	Yield
In nitrobenzene at 60 - 65℃; for 5h;	76%

4-nitro-2,6-dichloroaniline (99-30-9) + α-naphthol (90-15-3) → C16H9Cl2N3O3

Conditions	Yield
Stage #1: 4-nitro-2,6-dichloroaniline With sulfuric acid; sodium nitrite In 1,2-dimethoxyethane; water at 0 - 5℃; for 1.25h; Stage #2: α-naphthol With sodium carbonate In water at 0 - 70℃; for 7h; pH=9 - 10;	75.61%

4-nitro-2,6-dichloroaniline (99-30-9) → 2,6-dichloro-p-phenylenediamine (609-20-1)

Conditions	Yield
With hydrogenchloride; tin(ll) chloride	75%
With ethanol; ammonium chloride; zinc
With ethanol; nickel Hydrogenation;

4-nitro-2,6-dichloroaniline (99-30-9) + 10-undecenoic acid (112-38-9) → Undec-10-enoic acid (2,6-dichloro-4-nitro-phenyl)-amide (76691-53-7)

Conditions	Yield
With triethylamine; trichlorophosphate In dichloromethane	75%

4-nitro-2,6-dichloroaniline (99-30-9) + β-naphthol (135-19-3) → 1-(2,6-dichloro-4-nitro-phenylazo)-[2]naphthol (23648-85-3)

Conditions	Yield
Stage #1: 4-nitro-2,6-dichloroaniline With sulfuric acid; sodium nitrite In 1,2-dimethoxyethane; water at 0 - 5℃; for 1.25h; Stage #2: β-naphthol With sodium carbonate In water at 0 - 70℃; for 7h; pH=9 - 10;	73.28%

4-nitro-2,6-dichloroaniline (99-30-9) + (1R,2R)-N,N-dimethylcyclohexane-1,2-diamine (320778-92-5) + 1,1'-carbonyldiimidazole (530-62-1) → C15H20Cl2N4O3 (1365611-35-3)

Conditions	Yield
Stage #1: 4-nitro-2,6-dichloroaniline With potassium hydride In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere; Stage #2: 1,1'-carbonyldiimidazole In tetrahydrofuran; 1,4-dioxane at 0 - 20℃; Inert atmosphere; Stage #3: (1R,2R)-N,N-dimethylcyclohexane-1,2-diamine In tetrahydrofuran; 1,4-dioxane at 20℃; for 20h; Inert atmosphere;	73%

4-nitro-2,6-dichloroaniline (99-30-9) + ethyl 2-phenyldiazoacetate (22065-57-2) → ethyl 2-((2,6-dichloro-4-nitrophenyl)amino)-2-phenylacetate

Conditions	Yield
With C43H37Br2CuN3P2(1+)*ClO4(1-) In dichloromethane at 0 - 20℃; for 5h; Schlenk technique; Inert atmosphere; chemoselective reaction;	71%

4-nitro-2,6-dichloroaniline (99-30-9) + 1-phenylpentane-1,4-dione (583-05-1) → 2,6-dichloro-4-(2-methyl-5-phenyl-1H-pyrrol-1-yl)aniline

Conditions	Yield
With indium; acetic acid In toluene for 12h; Inert atmosphere; Reflux;	67%

Upstream product

• 7647-01-0 hydrogenchloride 
• 7782-50-5 chlorine 
• 121-87-9 2-Chloro-4-nitroaniline 
• 697-88-1 4-bromo-2,6-dichloroaniline 
• 60-29-7 diethyl ether 
• 408326-80-7 N,N-dichloro-4-nitro-aniline 
• 95-50-1 1,2-dichloro-benzene 
• 608-31-1 2,6-Dichloroaniline 
• 59992-52-8 2,6-dichloro-4-aminonitrobenzene 
• 609-20-1 2,6-dichloro-p-phenylenediamine 
• 1817-73-8 2-bromo-4,6-dinitroaniline 
• 106-40-1 4-bromo-aniline 
• 22134-75-4 4-amino-3,5-dichloro-benzenesulfonamide 
• 71756-89-3 2,4,6-trichloro-N-nitroaniline 

Downstream Products

• 618-62-2 3,5-dichloro-1-nitrobenzene 
• 70757-02-7 3-chloro-N-(2,6-dichloro-4-nitrophenyl)-2,6-dinitro-4-(trifluoromethyl)benzenamine 
• 401631-95-6 C₁₀H₁₂Cl₂N₄O₂ 
• 17437-66-0 N-(2,6-Dichlor-4-nitro-phenyl)-phosphonimidsaeure-trichlorid 
• 207399-23-3 5-(4-nitro-2,6-dichlorophenyl)pyromucic acid 
• 20098-48-0 3,4,5-trichloronitrobenzen 
• 609-20-1 2,6-dichloro-p-phenylenediamine 
• 70106-94-4 N-(2,6-dichloro-4-nitrophenyl)formamide 
• 255842-10-5 2,6-Dichloro-4-nitrophenyl isocyanide 
• 93516-62-2 N-(2,6-dichloro-4-nitrophenyl)pyrrole 
• 13301-61-6 2',6'-dichloro-4'-nitro-4-(N-β-cyanoethyl-N-ethyl)amino-1,1'-azobenzene 
• 20033-48-1 1-amino-2,6-dicyano-4-nitrobenzene 
• 20352-84-5 1-amino-2-cyano-4-nitro-6-chlorobenzene 
• 88458-16-6 N-[2-(2,6-Dichloro-4-nitro-phenylazo)-5-diethylamino-phenyl]-acetamide 

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N-Chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI) has been explored for the first time as a chlorinating reagent for direct chlorination of various activated arenes and heterocycles without any activator. A comparative in-silico study was performed to determine the electrophilic character for NCBSI and commercially available N-chloro reagents to reveal the reactivity on a theoretical viewpoint. The reagent was prepared by an improved method avoiding the use of hazardous t-butyl hypochlorite. This reagent was proved to be very reactive compared to other N-chloro reagents. The precursor of the reagent N-(phenylsulfonyl)benzene sulfonamide was recovered from aqueous spent, which can be recycled to synthesize NCBSI. The eco-friendly protocol was equally applicable for the synthesis of industrially important chloroxylenol as an antibacterial agent.

Identification of Potent and Selective Inhibitors of Fat Mass Obesity-Associated Protein Using a Fragment-Merging Approach

Fat mass obesity-associated protein (FTO) is a DNA/RNA demethylase involved in the epigenetic regulation of various genes and is considered a therapeutic target for obesity, cancer, and neurological disorders. Here, we aimed to design novel FTO-selective inhibitors by merging fragments of previously reported FTO inhibitors. Among the synthesized analogues, compound 11b, which merges key fragments of Hz (3) and MA (4), inhibited FTO selectively over alkylation repair homologue 5 (ALKBH5), another DNA/RNA demethylase. Treatment of acute monocytic leukemia NOMO-1 cells with a prodrug of 11b decreased the viability of acute monocytic leukemia cells, increased the level of the FTO substrate N6-methyladenosine in mRNA, and induced upregulation of MYC and downregulation of RARA, which are FTO target genes. Thus, Hz (3)/MA (4) hybrid analogues represent an entry into a new class of FTO-selective inhibitors.

Environment-friendly 2, 6-dichloro-4-nitroaniline preparation method

The invention discloses an environment-friendly 2, 6-dichloro-4-nitroaniline preparation method, and belongs to the field of environmental protection. The environment-friendly 2, 6-dichloro-4-nitroaniline preparation method comprises the following steps: step 1, adding o-dichlorobenzene, namely a component shown as a formula (I), into a nitric acid and sulfuric acid solution for reaction to obtainm-nitro-1, 2-dichlorobenzene, namely a component shown as a formula (II); step 2, adding the m-nitro-1, 2-dichlorobenzene obtained in the step 1 into an ammonia water solution for reaction to obtain2-chloro-4-nitroaniline, namely a component shown as a formula (III); step 3, dropwise adding hydrochloric acid and a hydrogen peroxide solution into the 2-chloro-4-nitroaniline obtained in the step 2. According to the new preparation method, the generation of polychlorophenol during the 2, 6-dichloro-4-nitroaniline preparation process is effectively reduced, the environmental protection meets therequirements of OECO-Textile 100, and a dye obtained after the actual production of the preparation method directly meets the requirements of OECO-Textile 100.