618-80-4

Basic information

• Product Name: 2,6-Dichloro-4-nitrophenol
• Synonyms: 2,6-dichloro-4-nitro-pheno;2,6-DICHLORO-4-NITROPHENOL;4-Nitro-2,6-dichlorophenol;2,6-Dichloro-4-nitrophenol,96%;2,6-Dichloro-4-nitro;6-dichloro-4-nitrophenol;2,6-Dichloro-4-nitrophenol, 96% 5GR;2,6-Dichloro-4-nitrophenol, >=99%
• CAS NO: 618-80-4
• Molecular Formula: C₆H₃Cl₂NO₃
• Molecular Weight: 208
• EINECS: 210-563-6
• Product Categories: Organic Building Blocks;Oxygen Compounds;Phenols
• Mol File: 618-80-4.mol

Chemical Properties

• Melting Point: 123-126 °C (dec.)
• Boiling Point: 285.2 °C at 760 mmHg
• Flash Point: 126.3 °C
• Appearance: yellow crystalline powder
• Density: 1.8220
• Vapor Pressure: 0.00165mmHg at 25°C
• Refractive Index: 1.5650 (estimate)
• Solubility: soluble in Methanol
• PKA: 3.81±0.44(Predicted)
• BRN: 1245045
• CAS DataBase Reference: 2,6-Dichloro-4-nitrophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dichloro-4-nitrophenol(618-80-4)
• EPA Substance Registry System: 2,6-Dichloro-4-nitrophenol(618-80-4)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-36/37/39
• RIDADR: UN 2811 6.1/PG 1
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 4.1
• PackingGroup: III
• Hazardous Substances Data: 618-80-4(Hazardous Substances Data)

Usage

Chemical Properties

yellow crystalline powder

Purification Methods

Crystallise the chloronitrophenol from EtOH and dry it in vacuo over anhydrous MgSO4.

InChI:InChI=1/C6H3Cl2NO3/c7-4-1-3(9(11)12)2-5(8)6(4)10/h1-2,10H/p-1

Synthetic route

2,6-Dichlorophenol (87-65-0) → 2,6-dichloro-4-nitrophenol (618-80-4)

Conditions	Yield
With Zn(NO3)2*2N2O4 In dichloromethane at 20℃; for 0.0833333h;	98%
With tetra(n-butyl)ammonium dichromate(VI); sodium nitrite In dichloromethane for 23h; Reflux; chemoselective reaction;	98%
With Tetraethylene glycol; silica gel; dinitrogen tetraoxide In dichloromethane at 20℃; for 0.0833333h;	97%

4-nitro-phenol (100-02-7) → 2,6-dichloro-4-nitrophenol (618-80-4)

Conditions	Yield
With hydrogenchloride; chlorine In water at 10℃; for 3.5h; Solvent; Temperature;	93%
With sodium periodate; sulfuric acid; sodium dodecyl-sulfate; acetic acid; sodium chloride In water at 40℃; for 2h;	93%
With trichloroisocyanuric acid; brilliant green carbocation In acetonitrile at 20℃; for 0.25h; Irradiation; regioselective reaction;	58%

2-(2,6-dichloro-4-nitrophenoxy)pyridine (1620783-12-1) → 2,6-dichloro-4-nitrophenol (618-80-4)

Conditions	Yield
Stage #1: 2-(2,6-dichloro-4-nitrophenoxy)pyridine With methyl trifluoromethanesulfonate In toluene at 100℃; for 2h; Inert atmosphere; Schlenk technique; Stage #2: With sodium In methanol at 80℃; for 0.5h; Inert atmosphere; Schlenk technique;	77%

4-nitro-phenol (100-02-7) + N,N-dichlorourea (36942-09-3) → 2,6-dichloro-4-nitrophenol (618-80-4)

Conditions	Yield
With hydrogenchloride

4-bromo-2,6-dichloro-phenol (3217-15-0) → 2,6-dichloro-4-nitrophenol (618-80-4)

Conditions	Yield
With acetic acid; sodium nitrite

2-hydroxyl-5-nitrobenzenesulfonic acid (616-59-1) → 2,6-dichloro-4-nitrophenol (618-80-4)

Conditions	Yield
With water; chlorine

3,5-dichloro-4-hydroxybenzene sulfonic acid (25319-98-6) → 2,6-dichloro-4-nitrophenol (618-80-4)

Conditions	Yield
beim Nitrieren;

Difluoroacetic acid (381-73-7) + 2,6-dichloro-4-nitro-phenolate (46063-82-5) → 2,6-dichloro-4-nitrophenol (618-80-4) + 2,2-difluoroacetate (83193-04-8)

Conditions	Yield
In dimethyl sulfoxide at 20℃; Equilibrium constant; Rate constant;

2,6-dichloro-4-nitro-phenolate (46063-82-5) + tribenzylamine; protonated form (18716-27-3) → 2,6-dichloro-4-nitrophenol (618-80-4) + tribenzylamine (620-40-6)

Conditions	Yield
In dimethyl sulfoxide at 20℃; Equilibrium constant; Rate constant;

2,6-Dichloro-4-nitrophenyl picolinate → 2-Picolinic acid (98-98-6) + 2,6-dichloro-4-nitrophenol (618-80-4)

Conditions	Yield
With water; copper(II) ion at 25℃; Rate constant; MES buffer - pH 6.3;

3,5-dibromo-4-fluorophenol (58107-26-9) + NO2C6Cl2H2OSn(C6H5)3 → 2,6-dichloro-4-nitrophenol (618-80-4) + C24H17Br2FOSn

Conditions	Yield
In chloroform at 20℃; Equilibrium constant;

methanol (67-56-1) + 3.5-dichloro-1-nitro-1-methyl-cyclohexadien-(2.5)-one-(4) → 2,6-dichloro-4-nitrophenol (618-80-4)

ethanol (64-17-5) + 3.5-dichloro-1-nitro-1-methyl-cyclohexadien-(2.5)-one-(4) → 2,6-dichloro-4-nitrophenol (618-80-4)

4-nitro-phenol (100-02-7) + chlorogas → 2,6-dichloro-4-nitrophenol (618-80-4)

4-nitro-phenol (100-02-7) + chlorine (7782-50-5) + KOH-solution → 2,6-dichloro-4-nitrophenol (618-80-4)

4-nitro-phenol (100-02-7) + chlorine (7782-50-5) → 2,6-dichloro-4-nitrophenol (618-80-4) + 2-chloro-4-nitrophenol (619-08-9)

hydrogenchloride (7647-01-0) + 4-nitro-phenol (100-02-7) + potassium chlorate → 2,6-dichloro-4-nitrophenol (618-80-4) + 2-chloro-4-nitrophenol (619-08-9) + chloranil (118-75-2)

2-hydroxyl-5-nitrobenzenesulfonic acid (616-59-1) + water (7732-18-5) + chlorine (7782-50-5) → 2,6-dichloro-4-nitrophenol (618-80-4)

4-bromo-2,6-dichloro-phenol (3217-15-0) + nitric acid (7697-37-2) + acetic acid (64-19-7) → 2,6-dichloro-4-nitrophenol (618-80-4) + 2-chloro-4,6-dinitro-phenol (946-31-6)

3,5-dichloro-4-hydroxybenzene sulfonic acid (25319-98-6) + nitric acid (7697-37-2) → 2,6-dichloro-4-nitrophenol (618-80-4)

Conditions	Yield
Reaktion des Kaliumsalzes; entsteht zunaechst;

2,6-dichloro-4-nitroso-phenol (17277-19-9) + nitric acid (7697-37-2) → 2,6-dichloro-4-nitrophenol (618-80-4)

methanol (67-56-1) + 2,6-dichloro-4-methyl-4-nitrocyclohexa-2,5-dienone (104678-53-7) → 2,6-dichloro-4-nitrophenol (618-80-4) + methyl nitrite (624-91-9) + 3,5-dichloro-4-hydroxybenzyl methyl ether (79817-03-1) + 5-chloro-3-methoxy-3-<2.6-dichloro-4-methyl-phenoxy>-1-methyl-cyclohexadien-(1.5)-one-(4)

3,5-dichloro-4-hydroxybenzoic acid (3336-41-2) → 2,6-dichloro-4-nitrophenol (618-80-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: lime/chalk/ 2: beim Nitrieren View Scheme

4-hydroxy-benzoic acid (99-96-7) → 2,6-dichloro-4-nitrophenol (618-80-4)

Conditions	Yield
Multi-step reaction with 3 steps 1: KOH; chlorine 2: lime/chalk/ 3: beim Nitrieren View Scheme

3,4,5-trichloronitrobenzen (20098-48-0) → 2,6-dichloro-4-nitrophenol (618-80-4)

Conditions	Yield
In diethylene glycol
With potassium phenolate In diethylene glycol at 160℃; for 15h;
With potassium phenolate In diethylene glycol at 160℃; for 15h;

2-<(4-nitrophenyl)oxy>pyridine (4783-81-7) → 2,6-dichloro-4-nitrophenol (618-80-4)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: N-chloro-succinimide; palladium diacetate; toluene-4-sulfonic acid / ethyl acetate / 6 h / Inert atmosphere; Schlenk technique; Heating 2.1: methyl trifluoromethanesulfonate / toluene / 2 h / 100 °C / Inert atmosphere; Schlenk technique 2.2: 0.5 h / 80 °C / Inert atmosphere; Schlenk technique View Scheme

4-nitro-aniline (100-01-6) → 2,6-dichloro-4-nitrophenol (618-80-4)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: chlorine / methanol / 55 - 60 °C 2.1: sulfuric acid; nitrosylsulfuric acid / toluene / 1 h / 5 - 15 °C 2.2: 7 h / Reflux View Scheme

4-nitro-2,6-dichloroaniline (99-30-9) → 2,6-dichloro-4-nitrophenol (618-80-4)

Conditions	Yield
Stage #1: 4-nitro-2,6-dichloroaniline With nitrosylsulfuric acid; sulfuric acid In toluene at 5 - 15℃; for 1h; Stage #2: With sulfuric acid; water; copper(II) sulfate In toluene for 7h; Reflux;

2,6-dichloro-4-nitrophenol (618-80-4) + trifluoromethylsulfonic anhydride (358-23-6) → trifluoro-methanesulfonic acid 2,6-dichloro-4-nitrophenyl ester (525584-77-4)

Conditions	Yield
With triethylamine In dichloromethane at -40 - -10℃;	99%

2,6-dichloro-4-nitrophenol (618-80-4) → 4-amino-2,6-dichlorophenol (5930-28-9)

Conditions	Yield
With hydrazine hydrate In water at 110℃; Sealed tube; Green chemistry;	98%
With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; for 3h;	98%
With palladium 10% on activated carbon; hydrogen In methanol at 50℃; under 7500.75 Torr; for 2h; Reagent/catalyst; Pressure; Solvent; Autoclave;	96.21%

2,6-dichloro-4-nitrophenol (618-80-4) + 4,5-dichloro-2-chloromethyl-pyridazin-3(2H)-one (51356-03-7) → C11H5Cl4N3O4

Conditions	Yield
With potassium carbonate In methanol for 20h; Reflux; regioselective reaction;	95%

2,6-dichloro-4-nitrophenol (618-80-4) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 2',6'-Dichloro-4'-nitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (30361-06-9)

Conditions	Yield
With silver(l) oxide In acetonitrile at 40℃;	93.9%

4-aminopyridine (504-24-5) + 2,6-dichloro-4-nitrophenol (618-80-4) → C6H3Cl2NO3*2C5H6N2

Conditions	Yield
In acetonitrile at 20℃;	93.5%

phenylacetic acid (103-82-2) + 2,6-dichloro-4-nitrophenol (618-80-4) → 2,6-dichloro-4-nitrophenyl 2-phenylacetate

Conditions	Yield
Stage #1: phenylacetic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide for 1h; Inert atmosphere; Stage #2: 2,6-dichloro-4-nitrophenol With N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;	89%

2,6-dichloro-4-nitrophenol (618-80-4) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → (2,6-dichloro-4-nitrophenyl) 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Conditions	Yield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at 35℃; for 48h;	86%

2,6-dichloro-4-nitrophenol (618-80-4) + N,N-Dimethylthiocarbamoyl chloride (16420-13-6) → O-(2,6-dichloro-4-nitrophenyl) dimethylcarbamothioate (74875-14-2)

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 25℃; for 18h;	75%
With sodium hydride 1.) DMF, 40 min, 2.) DMF, from 5 to 70 deg C, 40 min; Yield given. Multistep reaction;
Stage #1: 2,6-dichloro-4-nitrophenol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: N,N-Dimethylthiocarbamoyl chloride In N,N-dimethyl-formamide at 20℃; for 16h;
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 25℃; for 18h;

2,6-dichloro-4-nitrophenol (618-80-4) + epichlorohydrin (106-89-8) → 1-<2',6'-dichloro-4'-nitrophenoxy->-2,3-epoxy propane (95646-29-0)

Conditions	Yield
With pyridine at 90 - 95℃; for 1h;	75%

2,6-dichloro-4-nitrophenol (618-80-4) + ethyl acetate (141-78-6) + t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) + diethylazodicarboxylate (1972-28-7) → 4-(1-t-Butoxycarbonylpiperidin-4-yloxy)-3,5-dichloronitrobenzene (337520-58-8)

Conditions	Yield
With triphenylphosphine In hexane; dichloromethane	72%

2,6-dichloro-4-nitrophenol (618-80-4) + dibenzyl hydrogen phosphite (538-60-3) → (4-nitro-2,6-dichlorophenyl)-dibenzyl phosphate

Conditions	Yield
With dmap; diisopropylamine In tetrachloromethane; acetonitrile at -10℃; for 2h;	71%

2,6-dichloro-4-nitrophenol (618-80-4) + allyl bromide (106-95-6) → 2,6-dichloro-4-nitro-(2-allyl)-oxybenzene (95646-26-7)

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 80℃; for 3h;	66%

2-Picolinic acid (98-98-6) + 2,6-dichloro-4-nitrophenol (618-80-4) → 2,6-Dichloro-4-nitrophenyl picolinate

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 48h; Ambient temperature;	63%

2,6-dichloro-4-nitrophenol (618-80-4) + dysprosium(III) chloride hexahydrate + Triphenylphosphine oxide (791-28-6) → C72H51Cl6DyN3O12P3

Conditions	Yield
Stage #1: dysprosium(III) chloride hexahydrate; Triphenylphosphine oxide In ethanol for 0.166667h; Stage #2: 2,6-dichloro-4-nitrophenol With triethylamine In acetonitrile for 0.0833333h;	61.8%

2,6-dichloro-4-nitrophenol (618-80-4) + dysprosium(III) chloride hexahydrate + tris[(2-pyridylmethyl)amine] (16858-01-8) → C36H24Cl6DyN7O9

Conditions	Yield
Stage #1: dysprosium(III) chloride hexahydrate; tris[(2-pyridylmethyl)amine] In ethanol for 0.166667h; Stage #2: 2,6-dichloro-4-nitrophenol With triethylamine In ethanol; acetonitrile Solvent;	58.4%

2,6-dichloro-4-nitrophenol (618-80-4) + yttrium(III) chloride hexahydrate + N,N'-(bis(pyridin-2-yl)formylidene)-1,2-ethanediamine (2847-14-5) → C26H18Cl5N6O6Y

Conditions	Yield
With triethylamine In acetonitrile at 80℃; under 760.051 Torr; for 72h; Autoclave;	53%

2,6-dichloro-4-nitrophenol (618-80-4) + 2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate (62921-74-8) → 1-(2-(2-(2-methoxy)ethoxy)ethoxy)ethoxy-2,6-dichloro-4-nitrobenzene

Conditions	Yield
With potassium carbonate In acetonitrile at 60℃; for 144h;	53%

2,6-dichloro-4-nitrophenol (618-80-4) + benzyl bromide (100-39-0) → 2-(benzyloxy)-1,3-dichloro-5-nitrobenzene (848133-03-9)

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20℃;	52%

2,6-dichloro-4-nitrophenol (618-80-4) + N,N'-(bis(pyridin-2-yl)formylidene)-1,2-ethanediamine (2847-14-5) + yttrium(III) trifluoromethanesulfonate → C32H20Cl6N7O9Y

Conditions	Yield
With triethylamine In acetonitrile at 80℃; under 760.051 Torr; for 72h; Autoclave;	52%

2,6-dichloro-4-nitrophenol (618-80-4) + 1,6-bis(p-toluenesulfonyloxy)-2,4-hexadiyne (32527-15-4) → C18H8Cl4N2O6 (114464-05-0)

Conditions	Yield
With potassium carbonate In acetone for 41h; Ambient temperature;	50%

2,6-dichloro-4-nitrophenol (618-80-4) + 2,4-hexadiyne-1,6-diolbis (p-toluenesulfonate) → C18H8Cl4N2O6 (114464-05-0)

Conditions	Yield
With potassium carbonate In acetone	50%

2,6-dichloro-4-nitrophenol (618-80-4) + dysprosium(III) chloride hexahydrate + N,N'-(bis(pyridin-2-yl)formylidene)-1,2-ethanediamine (2847-14-5) → [Dy(N,N'-bis(2-methylenepyridinyl)ethylenediamine)Cl(OPhCl2NO2)2]

Conditions	Yield
With triethylamine In acetonitrile at 80℃; under 760.051 Torr; for 72h; Autoclave;	48%

2,6-dichloro-4-nitrophenol (618-80-4) + N,N'-(bis(pyridin-2-yl)formylidene)-1,2-ethanediamine (2847-14-5) + dysprosium(III) trifluoromethanesulfonate → [Dy(N,N'-bis(2-methylenepyridinyl)ethylenediamine)(OPhCl2NO2)3]

Conditions	Yield
With triethylamine In acetonitrile at 80℃; under 760.051 Torr; for 72h; Autoclave;	48%

2,6-dichloro-4-nitrophenol (618-80-4) + t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → 4-(1-t-Butoxycarbonylpiperidin-4-yloxy)-3,5-dichloronitrobenzene (337520-58-8)

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In dichloromethane at 20℃; for 18h; Mitsunobu reaction;	46%

2,6-dichloro-4-nitrophenol (618-80-4) + methyl iodide (74-88-4) → 2,6-dichloro-4-nitro-anisole (17742-69-7)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 60℃; for 6h;	39%
With potassium carbonate
With potassium carbonate In acetone for 6h; Heating;
With potassium carbonate In N,N-dimethyl-formamide at 0 - 60℃; for 1.5h;

2,6-dichloro-4-nitrophenol (618-80-4) + dichloromethane (75-09-2) + dysprosium(III) chloride hexahydrate + tris[(2-pyridylmethyl)amine] (16858-01-8) → 0.5CH2Cl2*C36H24Cl6DyN7O9

Conditions	Yield
Stage #1: 2,6-dichloro-4-nitrophenol With triethylamine In acetonitrile for 0.0833333h; Stage #2: dysprosium(III) chloride hexahydrate; tris[(2-pyridylmethyl)amine] In methanol; acetonitrile Stage #3: dichloromethane	37%

2,6-dichloro-4-nitrophenol (618-80-4) + dysprosium(III) chloride hexahydrate + Triphenylphosphine oxide (791-28-6) → C72H51Cl6DyN3O12P3

Conditions	Yield
With triethylamine In ethanol; acetonitrile	36%

Upstream product

• 87-65-0 2,6-Dichlorophenol 
• 67-56-1 methanol 
• 64-17-5 ethanol 
• 100-02-7 4-nitro-phenol 
• 7782-50-5 chlorine 
• 7647-01-0 hydrogenchloride 
• 4783-81-7 2-<(4-nitrophenyl)oxy>pyridine 
• 1620783-12-1 2-(2,6-dichloro-4-nitrophenoxy)pyridine 
• 99-30-9 4-nitro-2,6-dichloroaniline 
• 100-01-6 4-nitro-aniline 
• 20098-48-0 3,4,5-trichloronitrobenzen 
• 99-96-7 4-hydroxy-benzoic acid 
• 3336-41-2 3,5-dichloro-4-hydroxybenzoic acid 
• 104678-53-7 2,6-dichloro-4-methyl-4-nitrocyclohexa-2,5-dienone 

Downstream Products

• 17742-65-3 2,6-Dichlor-4-nitro-phenylacetat 
• 52105-44-9 methanesulfonic acid-(2,6-dichloro-4-nitro-phenyl ester) 
• 95646-29-0 1-<2',6'-dichloro-4'-nitrophenoxy->-2,3-epoxy propane 
• 946-31-6 2-chloro-4,6-dinitro-phenol 
• 697-91-6 2,6-dichloro-1,4-benzoquinone 
• 27728-25-2 2,5-dibromo-3,6-dichloro-[1,4]benzoquinone 
• 880874-66-8 5,7-dichloro-6-(3-isopropyl-4-methoxy-phenoxy)-4-oxo-1,4-dihydro-quinoline-2-carboxylic acid ethyl ester 
• 355129-24-7 3,5-dichloro-4-(3-isopropyl-4-methoxyphenoxy)aniline 
• 5930-28-9 4-amino-2,6-dichlorophenol 

Relevant articles and documents

Synthesis method of 2, 6-dichloro-4-aminophenol

The invention discloses a synthesis method of 2, 6-dichloro-4-aminophenol, and belongs to the field of preparation of pesticide, medicine and dye intermediates, 2, 6-dichloro-4-aminophenol is obtained by adopting paranitroaniline as a raw material through the steps of chlorination, diazonium hydrolysis, hydrogenation and the like, methanol is adopted as a solvent for chlorination, filtrate can be repeatedly used, and the use of a large amount of acid water is reduced; toluene is selected as a solvent in diazotization, diazonium liquid is directly layered after being hydrolyzed, an organic layer is separated out, water vapor distillation is not needed, and the distillation risk and energy consumption are reduced; toluene is selected as a hydrogenation solvent, and an organic layer separated after the diazonium liquid is hydrolyzed is directly hydrogenated, so that the process flow is simplified.

Synthesis device of 2,6-dichloro-4-amino phenol and application thereof

A synthesis device of 2,6-dichloro-4-amino phenol comprises a first raw material storage tank group, a mixing kettle, a first raw material storage tank, a kettle type reactor, a first solid-liquid separator, a drying tower, a second raw material storage tank group, a second raw material storage tank, a tower type reactor, a second solid-liquid separator and a distillation tower; a discharging hole of the first raw material storage tank group is connected with a feeding hole of the mixing kettle; discharging holes of the mixing kettle and the first raw material storage tank are connected with a feeding hole of the kettle type reactor; a discharging hole of the kettle type reactor is connected to a feeding hole of the first solid-liquid separator; a solid-phase flow outlet of the first solid-liquid separator is connected with a feeding hole of the tower reactor, and a drying tower is arranged between the solid-phase flow outlet and the feeding hole; discharging holes of the second raw material storage tank group and the second raw material storage tank are connected with a feeding hole of the tower reactor; a discharging hole of the tower reactor is connected to a feeding hole of the second solid-liquid separator, and the distillation tower is arranged at a liquid phase flow outlet of the second solid-liquid separator. The device can efficiently and continuously synthesize 2,6-dichloro-4-amino phenol with high purity and high yield.

Synthesis method of chlorfluazuron key intermediate 2, 6-dichloro-4-nitrophenol

The invention provides a synthesis method of a chlorfluazuron key intermediate 2, 6-dichloro-4-nitrophenol. According to the method, p-nitrobenzene is used as a raw material to prepare 2, 6-dichloro-4-nitrophenol in a chlorine and hydrochloric acid system so that the product yield is high, the production of byproducts can be inhibited by hydrochloric acid, the product purity is high, the hydrochloric acid mother liquor can be recycled, and the resource utilization of three wastes is realized; when the method is used for synthesizing the 2, 6-dichloro-4-aminophenol, the high-purity 2, 6-dichloro-4-aminophenol can be prepared due to the fact that the purity of the intermediate 2, 6-dichloro-4-nitrophenol is high, and high industrial application value is achieved.

Amplification of Trichloroisocyanuric Acid (TCCA) Reactivity for Chlorination of Arenes and Heteroarenes via Catalytic Organic Dye Activation

Heteroarenes and arenes that contain electron-withdrawing groups are chlorinated in good to excellent yields (scalable to gram scale) using trichloroisocyanuric acid (TCCA) and catalytic Brilliant Green (BG). Visible-light activation of BG serves to amplify the electrophilic nature of TCCA, providing a mild alternative approach to acid-promoted chlorination of deactivated (hetero)aromatic substrates. The utility of the TCCA/BG system is demonstrated through comparison to other chlorinating reagents and by the chlorination of pharmaceuticals including caffeine, lidocaine, and phenazone.

Regioselective C-H chlorination: Towards the sequential difunctionalization of phenol derivatives and late-stage chlorination of bioactive compounds

We have developed a protocol for the auxillary directed C-H chlorination of phenol derivatives using catalytic amounts of palladium acetate that is amenable to the late-stage chlorination of diflufenican and estrone. The 2-pyridine group allows for a highly efficient palladium-catalyzed chlorination and sequential ortho C-H functionalization reaction of phenol derivatives to produce a variety of symmetrical and unsymmetrical 2,4,6-trisubstituted phenols.

Synthesis method of chlorfluazuron and application of chlorfluazuron in insecticide preparation

The invention belongs to the technical field of pesticide preparations, particularly relates to a synthesis method of chlorfluazuron and further discloses an application of chlorfluazuron in insecticide preparation. According to the synthesis method of chlorfluazuron, chlorfluazuron is prepared from 2,3-dichloro-5-(trifluoromethyl)pyridine, 2,6-dichloro-4-aminophenol and 2,6-difluorobenzoyl isocyanate as synthetic raw materials and N,N-dimethylacetamide as a reaction solvent on the basis of a conventional synthesis route in the prior art; under the action of a ZSM molecular sieve based catalyst, not only can synthesis of chlorfluazuron be realized, but also a reaction can be performed with the same reaction solvent, so that the problem of complicated process caused by the fact that solvents are required to be recovered step by step during two-step synthesis of chlorfluazuron in the prior art is solved; compared with the technology in the prior art, the synthesis method of chlorfluazuron has the advantages that the synthesis yield of products is further increased and product content is higher.

Production technology of 3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)benzenamine

The invention discloses a production technology of 3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)benzenamine, and relates to the technical field of chemical product production. 2,6-dichlorophenol and nitric acid are mixed to be subjected to a nitration reaction, and 2,6-dichloro-4-nitrophenol (DCNP) is obtained; the 2,6-dichloro-4-nitrophenol (DCNP) is subjected to a reduction reaction in hydrogen, and 4-amino-2,6-dichlorophenol (DCAP) is obtained; then, the 4-amino-2,6-dichlorophenol (DCAP) and tetrafluoroethylene are subjected to an addition reaction, and 3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)benzenamine is obtained. The reaction purpose is strong, few by-products are produced, the conversion rate is high, and postprocessing is easy.

Sodium lauryl sulfate-catalyzed oxidative chlorination of aromatic compounds

Chlorination of commercially important aromatic compounds using sodium chloride as chlorine source and sodium periodate as oxidant in acidic medium catalyzed by sodium lauryl sulfate (SLS) led to the chloro-substituted aromatics in good yields and purity. Addition of sodium lauryl sulfate led to increased chlorination rate, better yield, excellent purity, and better quality of end product. The advantages of the present method are greater yield, excellent purity, and shorter reaction time at room temperature. Also dichlorinated product can be obtained by increasing the amount of sodium chloride and sodium periodate at slightly higher temperature (40C).

Nitration of phenolic compounds and oxidation of hydroquinones using tetrabutylammonium chromate and dichromate under aprotic conditions

In this work, we have reported a mild, efficient and selective method for the mononitration of phenolic compounds using sodium nitrite in the presence of tetrabutylammonium dichromate (TBAD) and oxidation of hydroquinones to quinones with TBAD in CH2Cl2. Using this method, high yields of nitrophenols and quinones were obtained under neutral aprotic conditions. Tetrabutylammonium chromate (TBAC) can also be used as oxidant at same conditions. Indian Academy of Sciences.

Nitration of phenolic compounds by antimony nitrate

Antimony nitrate is new compound to be an efficient nitration reagent in the nitration of phenolic compounds with high yields. This producerworks efficiently onmost of the examples, as a grinding nitration reaction, proceed very fast (～1 min) and thermogenic. Copyright Taylor & Francis Group, LLC.