611-20-1

Basic information

• Product Name: 2-Cyanophenol
• Synonyms: Benzonitrile, o-hydroxy-;o-Hydoxybenzonitrile;Salicylnitrile;2-HYDROXYBENZONITRILE;2-CYANOPHENOL;2-Hydroxybenzonitrile,98%;Benzonitrile, 2-hydroxy-;2-Hydroxybenzonitrile (o-Hydroxybenzonitrile
• CAS NO: 611-20-1
• Molecular Formula: C₇H₅NO
• Molecular Weight: 119.12
• EINECS: 210-259-3
• Product Categories: Aromatic Nitriles;Miscellaneous;Imidazoles ,Homopiperidines
• Mol File: 611-20-1.mol
• Article Data: 192

Chemical Properties

• Melting Point: 92-95 °C(lit.)
• Boiling Point: 149 °C14 mm Hg(lit.)
• Flash Point: 149°C/14mm
• Appearance: Off-white to brown/Crystalline Powder
• Density: 1.1052
• Vapor Pressure: 0.0035mmHg at 25°C
• Refractive Index: 1.5372
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: 6.86(at 25℃)
• Water Solubility: soluble
• Stability: Stable. Incompatible with strong oxidizing agents, strong bases.
• BRN: 1210029
• CAS DataBase Reference: 2-Cyanophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyanophenol(611-20-1)
• EPA Substance Registry System: 2-Cyanophenol(611-20-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36-45
• RIDADR: 3276
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 611-20-1(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

2-Hydroxybenzonitrile is used as starting reagent during the synthesis of mono-alkoxyphenyloxazoline, furanoside.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C7H5NO/c8-5-6-3-1-2-4-7(6)9/h1-4,9H

Synthetic route

(E)-2-hydroxylbenzaldehyde oxime (21013-96-7) → salicylonitrile (611-20-1)

Conditions	Yield
With 1,3,5-trichloro-2,4,6-triazine In N,N-dimethyl-formamide at 20℃; for 4h; Beckmann rearrangement;	100%
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 20℃; for 1h; Solvent; Mitsunobu Displacement; Inert atmosphere;	97%
With aluminum oxide; methanesulfonyl chloride at 100℃; for 0.0833333h;	94%

2-fluorobenzonitrile (394-47-8) → salicylonitrile (611-20-1)

Conditions	Yield
With 2-(methylsulfonyl)ethyl alcohol; sodium hydride In N,N-dimethyl-formamide at 0 - 20℃;	100%
With methyl propargyl alcohol; potassium tert-butylate In dimethyl sulfoxide at 125℃; for 0.0333333h; microwave irradiation;	73%
Multi-step reaction with 3 steps 1.1: 94 percent / NaH / dimethylformamide / 3 h / 70 °C 2.1: 7.08 g / ICl; K2CO3 / CH2Cl2 / 1 h / Heating 3.1: iPrMgCl / tetrahydrofuran / 0.52 h / -78 °C 3.2: ZnCl2 / tetrahydrofuran / -78 - 20 °C 3.3: Pd(PPh3)4 / tetrahydrofuran; dimethylformamide / 18 h / 20 °C View Scheme

2-(tert-butoxy)benzonitrile (218797-78-5) → salicylonitrile (611-20-1)

Conditions	Yield
With sodium iodide; cerium(III) chloride In acetonitrile at 40℃; for 6h;	100%
Multi-step reaction with 2 steps 1: potassium tert-butylate / 1,4-dioxane / 16 h / 80 °C / Inert atmosphere; Sealed tube 2: potassium tert-butylate; 18-crown-6 ether; water / 1,4-dioxane / 16 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: potassium tert-butylate / 1,4-dioxane / 16 h / 80 °C / Inert atmosphere; Sealed tube 2: potassium tert-butylate / 1,4-dioxane / 16 h / 80 °C / Inert atmosphere; Sealed tube; Glovebox 3: potassium tert-butylate; 18-crown-6 ether; water / 1,4-dioxane / 16 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: potassium tert-butylate / 1,4-dioxane / 16 h / 80 °C / Inert atmosphere; Sealed tube 2: potassium tert-butylate; 18-crown-6 ether / 1,4-dioxane / 16 h / 20 °C / Inert atmosphere; Sealed tube 3: potassium tert-butylate; 18-crown-6 ether; water / 1,4-dioxane / 16 h / 20 °C View Scheme

salicylaldehyde-oxime (94-67-7) → salicylonitrile (611-20-1)

Conditions	Yield
With chlorosulfonic acid In toluene at 90℃; for 0.5h;	99%
With oxalyl dichloride; Tropone; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 50℃; for 0.166667h; Schlenk technique; Inert atmosphere;	99%
With acetyl chloride; zinc(II) oxide for 0.5h; Heating;	95%

2-(prop-2'-enyloxy)benzonitrile (97960-34-4) → salicylonitrile (611-20-1)

Conditions	Yield
With tetrabutylammonium tetrafluoroborate; tris(2,2'-bipyridine)nickel(II) tetrafluoroborate In N,N-dimethyl-formamide Ambient temperature; electrolysis: Mg rod anode, carbon fibre cathode, const. current 60 mA;	99%

2-(prop-2-yn-1-yloxy)benzonitrile (65211-56-5) → salicylonitrile (611-20-1)

Conditions	Yield
tris(2,2'-bipyridine)nickel(II) tetrafluoroborate In N,N-dimethyl-formamide Ambient temperature; electrolysis;	99%

salicylamide (65-45-2) → salicylonitrile (611-20-1)

Conditions	Yield
With phosgene; L-lysine In 1,2-dichloro-ethane at 80℃; for 4h; Reagent/catalyst; Temperature;	98.8%
With phosgene; cyanex-921 In 1,2-dichloro-ethane for 4h; Reagent/catalyst; Solvent; Reflux;	98.9%
With thionyl chloride In 5,5-dimethyl-1,3-cyclohexadiene at 105℃; for 7h; Concentration; Temperature; Solvent; Reagent/catalyst;	97.8%

2-hydroxy-benzoic acid ethyl ester (118-61-6) → salicylonitrile (611-20-1)

Conditions	Yield
With ammonia; boron phosphate at 400℃; for 0.000277778h;	98%
Multi-step reaction with 2 steps 1: alcohol; ammonia / 100 °C 2: phosphorus pentoxide View Scheme
Multi-step reaction with 2 steps 1: alcohol; ammonia / 100 °C 2: phosphorus pentoxide View Scheme
Multi-step reaction with 3 steps 1: alcohol; ammonia / 100 °C 2: P2S5 3: bei der Destillation unter vermindertem Druck View Scheme

2-hydroxy-benzaldehyde O-phenyl-oxime → salicylonitrile (611-20-1)

Conditions	Yield
With zirconium(IV) chloride In nitromethane for 0.0333333h; Heating;	97%

salicylonitril; ammonium salt (114536-52-6) → salicylonitrile (611-20-1)

Conditions	Yield
With ammonia; N,N-dimethyl-formamide; Xylene; mixture of at 420℃; Product distribution / selectivity;	97%
With sulfuric acid; ammonia; water at 60℃; pH=3 - 4; Product distribution / selectivity;	96%
With ammonia; Xylene; mixture of at 420℃; Product distribution / selectivity;	94%
Stage #1: salicylonitril; ammonium salt With ammonia; water at 15 - 60℃; Stage #2: In N,N-dimethyl-formamide at 60℃; under 37.5038 - 75.0075 Torr; Product distribution / selectivity;	72%

o-cyanobromobenzene (2042-37-7) → salicylonitrile (611-20-1)

Conditions	Yield
With tris(6,6'-diamino-2,2'-bipyridine); 4,4-diphenyl-1,3,5,7,8-pentamethyl-2,6-diethyl-4-bora-3a,4a-diaza-s-indacene; Br2Ni*3H2O; water; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 24h; Glovebox; Irradiation; Inert atmosphere;	97%
With potassium hydroxide; water; polyaniline-supported palladium In 1,4-dioxane at 100℃; for 8h;	80%
With oxygen; triethylamine; sodium iodide In acetonitrile at 32℃; for 24h; Schlenk technique; UV-irradiation;	64%
With formic acid; oxygen; triethylamine; copper(ll) bromide In acetonitrile at 20℃; for 48h; Irradiation;	61%

salicylaldehyde (90-02-8) → salicylonitrile (611-20-1)

Conditions	Yield
With iron(III) chloride; hydroxylamine hydrochloride In N,N-dimethyl-formamide for 4h; Reflux;	96%
With hydroxylamine hydrochloride In acetonitrile at 70℃; for 15h;	96%
With trifluorormethanesulfonic acid; trimethylsilylazide In acetonitrile at 25℃; for 0.00277778h; Schmidt Reaction; Flow reactor;	96%

ethanol (64-17-5) + benzo[d]isoxazol-3-yl(phenyl)methanone (60451-91-4) → salicylonitrile (611-20-1) + benzoic acid ethyl ester (93-89-0)

Conditions	Yield
With potassium hydroxide for 16h; Ambient temperature;	A 95% B 90%

5-chloro-2-hydroxybenzonitrile (13589-72-5) → salicylonitrile (611-20-1)

Conditions	Yield
With isopropyl alcohol Substitution; Photolysis;	95%

salicylaldehyde (90-02-8) + potassium ferrocyanide → salicylonitrile (611-20-1)

Conditions	Yield
With Aloe vera mediated silver nanoparticles In water at 50℃; for 1h; Green chemistry;	94%

benzoimidazole (51-17-2) + o-cyanophenylboronic acid-1,3-propylene glycol ester (172732-52-4) → salicylonitrile (611-20-1) + benzonitrile (100-47-0) + 2-(1H-benzo[d]imidazol-1-yl)benzonitrile (25699-93-8)

Conditions	Yield
With pyridine; water; copper diacetate In N,N-dimethyl-formamide at 30℃; for 24h; Kinetics; Product distribution; Further Variations:; Reaction partners; amount of water;	A n/a B n/a C 93%

2-Cyanophenylboronic acid (138642-62-3) → salicylonitrile (611-20-1)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20℃; under 760.051 Torr; for 28h; Irradiation; Green chemistry;	93%
With 1,10-Phenanthroline; copper(II) sulfate; potassium hydroxide In water at 20℃; for 5h;	82%
With C38H34Cl2NP3Pd; oxygen; triethylamine In chloroform at 24.84℃; for 24h;	76%

2-Chlorobenzonitrile (873-32-5) → salicylonitrile (611-20-1)

Conditions	Yield
With sodium methylate; sodium ethanolate In methanol; ethanol at 170℃; under 760.051 Torr;	93%
With oxygen; triethylamine; sodium iodide In acetonitrile at 32℃; for 24h; Schlenk technique; UV-irradiation;	52%

phosgene (75-44-5) + hydroxybenzaldoxime (22032-06-0) → salicylonitrile (611-20-1)

Conditions	Yield
In toluene	92.5%

2-methoxy-benzonitrile (6609-56-9) → salicylonitrile (611-20-1)

Conditions	Yield
With 1,3-dimethyl-2-imidazolidinone; lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at 185℃; for 12h; further reagent: NaN(SiMe3)2;	91%
With aluminium(III) iodide; N,N-dimethyl-formamide dimethyl acetal In acetonitrile at 80℃; for 18h;	10%
With aluminium(III) iodide; N,N-dimethyl-formamide dimethyl acetal In acetonitrile at 80℃; for 18h;	10%

2-(2-trimethylsilanylethoxy)benzonitrile → salicylonitrile (611-20-1)

Conditions	Yield
Stage #1: 2-(2-trimethylsilanylethoxy)benzonitrile With cesium fluoride In N,N-dimethyl-formamide at 60℃; for 1h; Inert atmosphere; Stage #2: With water In N,N-dimethyl-formamide Inert atmosphere;	91%

methyl salicylate (119-36-8) → salicylonitrile (611-20-1)

Conditions	Yield
With ammonia; boron phosphate at 400℃; for 0.000277778h;	90%
With sodium hexamethyldisilazane In tetrahydrofuran at 185℃; for 24h;	85%
Multi-step reaction with 2 steps 1: alcohol; ammonia / 100 °C 2: phosphorus pentoxide View Scheme

2-methyl-benzyl alcohol (89-95-2) → salicylonitrile (611-20-1)

Conditions	Yield
With aluminum oxide; hydroxylamine hydrochloride; methanesulfonyl chloride at 100℃; for 0.583333h;	90%
With Mont KSF; hydroxylamine hydrochloride; silica gel for 0.0666667h; microwave irradiation;	89%
With 1,3-dimethyl-2-imidazolidinone; sodium hexamethyldisilazane In tetrahydrofuran at 185℃; for 12h;	88%

2-monochlorophenol (95-57-8) + dicyanozinc (557-21-1) → salicylonitrile (611-20-1)

Conditions	Yield
With racemic 2-di-tert-butylphosphino-1,1'-binaphthyl; palladium(II) trifluoroacetate; zinc In N,N-dimethyl acetamide at 95℃; for 3h;	88.4%
With sulfuric acid; palladium diacetate; zinc; XPhos In 2,4-dichlorophenoxyacetic acid dimethylamine at 120℃; for 2h; Inert atmosphere;	98 %Chromat.

salicylic alcohol (90-01-7) → salicylonitrile (611-20-1)

Conditions	Yield
With manganese(IV) oxide; ammonia; magnesium sulfate In tetrahydrofuran; isopropyl alcohol at 20℃; for 18h;	87%

potassium hexacyanoferrate(III) trihydrate + 2-Iodophenol (533-58-4) → salicylonitrile (611-20-1)

Conditions	Yield
With potassium phosphate In N,N-dimethyl-formamide at 120℃; for 2h;	87%

salicylamide (65-45-2) → salicylonitrile (611-20-1) + phenol (108-95-2)

Conditions	Yield
tungsten(VI) oxide at 145 - 400℃; under 0.025 Torr; for 1.23333h; Pyrolysis;	A 85% B 8%
With H3PO4 immobilized on aluminium oxide at 480℃;	A 50.78 %Chromat. B 24.12 %Chromat.

methyl thiocyanate (556-64-9) + phenol (108-95-2) → salicylonitrile (611-20-1)

Conditions	Yield
With hydrogenchloride; sodium hydroxide; boron trichloride; aluminium chloride In 1,2-dichloro-ethane	84%
With hydrogenchloride; sodium hydroxide; boron tribromide; aluminium chloride In 1,2-dichloro-ethane	79%
With boron trichloride; sodium carbonate Product distribution; various phenols;
With sodium hydroxide; aluminium trichloride; boron trichloride 1.) dichloroethane, 80 deg C, 3 h, 2.) 80 deg C, 30 min; Yield given. Multistep reaction;

2-methoxybenzoic acid methyl ester (606-45-1) → salicylonitrile (611-20-1)

Conditions	Yield
With sodium hexamethyldisilazane In tetrahydrofuran at 185℃; for 24h;	83%

C30H22N2O → salicylonitrile (611-20-1)

Conditions	Yield
at 40℃; under 0.5 Torr; for 3h;	82%

salicylonitrile (611-20-1) + α-bromoacetophenone (70-11-1) → (3-amino-benzofuran-2-yl)-phenyl-methanone (49615-93-2)

Conditions	Yield
With potassium carbonate In acetone at 60℃; for 18h; Inert atmosphere;	100%
With potassium carbonate In acetone at 60℃; for 18h;	100%
With sodium carbonate In N,N-dimethyl-formamide at 80℃; for 1h; Inert atmosphere;	96%

salicylonitrile (611-20-1) + bromoacetic acid methyl ester (96-32-2) → methyl 2-(2-cyanophenoxy)ethanoate (34844-79-6)

Conditions	Yield
With potassium carbonate In acetone at 25℃; for 24h; Alkylation;	100%
With potassium carbonate In acetone for 7h; Reflux;	94%
With potassium carbonate In acetone at 20℃;	61.5%

salicylonitrile (611-20-1) + (R)-2-methyloctan-1-ol (120925-50-0) → (R)-(-)-2-(1-methylheptyloxy)benzonitrile

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate	100%

salicylonitrile (611-20-1) + bromoacetic acid tert-butyl ester (5292-43-3) → tert-butyl 2-(2-cyanophenoxy)acetate (609804-44-6)

Conditions	Yield
With potassium carbonate In acetone at 60℃; for 16h;	100%
With potassium carbonate In acetone for 2h; Heating / reflux;
With potassium carbonate In acetone for 2h; Heating / reflux;

salicylonitrile (611-20-1) + t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → 2-(piperidin-4-yloxy)-benzonitrile hydrochloride

Conditions	Yield
Stage #1: salicylonitrile; t-butyl 4-hydroxy piperidine-1-carboxylate With di-tert-butyl-diazodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 18h; Stage #2: With hydrogenchloride; water In 1,4-dioxane at 20℃; for 18h;	100%

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate (131860-97-4) + salicylonitrile (611-20-1) → azoxystrobin (215934-32-0, 131860-33-8)

Conditions	Yield
With potassium carbonate; quinuclidine hydrochloride In 4-methyl-2-pentanone at 60 - 80℃; for 0.5h; Product distribution / selectivity;	100%
With potassium carbonate; 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 48 - 65℃; for 1h; Product distribution / selectivity;	98.3%
Stage #1: (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate; salicylonitrile In N,N-dimethyl-formamide at 60℃; for 0.0833333h; Stage #2: 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 60℃; for 0.0833333h; Stage #3: With potassium carbonate In N,N-dimethyl-formamide at 60 - 89℃; for 0.166667h; Product distribution / selectivity;	97.1%

salicylonitrile (611-20-1) + potassium carbonate (584-08-7) + bromoacetic acid methyl ester (96-32-2) → 4-(3-bromoanilino)benzofurano[3,2-d]pyrimidine + methyl 2-(2-cyanophenoxy)ethanoate (34844-79-6)

Conditions	Yield
In acetone	A 100% B n/a

salicylonitrile (611-20-1) + propargyl bromide (106-96-7) → 2-(prop-2-yn-1-yloxy)benzonitrile (65211-56-5)

Conditions	Yield
With potassium carbonate In tetrahydrofuran	100%
With potassium carbonate; N,N-dimethyl-formamide In toluene at 50℃; for 16h; Inert atmosphere;	94%
With potassium carbonate In N,N-dimethyl-formamide	93%

salicylonitrile (611-20-1) + dimethylamino sulfonyl chloride (13360-57-1) → C9H10N2O3S (1263387-24-1)

Conditions	Yield
Stage #1: salicylonitrile With sodium hydride In 1,2-dimethoxyethane; mineral oil at 0℃; for 0.166667h; Stage #2: dimethylamino sulfonyl chloride In 1,2-dimethoxyethane; mineral oil at 0 - 20℃; for 11h;	100%

1,4-dibromo-butane (110-52-1) + salicylonitrile (611-20-1) → 2-(4-bromobutoxy)benzonitrile

Conditions	Yield
With potassium carbonate In acetone Reflux;	100%

salicylonitrile (611-20-1) + p-Tolylisocyanate (622-58-2) → 2-<(4-methylphenyl)aminocarbonyloxy>benzonitrile (88220-35-3)

Conditions	Yield
With triethylamine In diethyl ether	99%

salicylonitrile (611-20-1) + l-cysteine hydrochloride (52-89-1) → (R)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid (115921-06-7)

Conditions	Yield
With sodium hydrogencarbonate In methanol; aq. phosphate buffer for 72h; pH=6; Reflux;	99%
Stage #1: salicylonitrile; l-cysteine hydrochloride With sodium hydrogencarbonate In ethanol for 0.5h; Heating; Stage #2: With piperidine In ethanol for 12h; pH=9; Heating; Stage #3: With hydrogenchloride In ethanol pH=1.5;	67%

salicylonitrile (611-20-1) + Methyl 2-bromopropionate (5445-17-0) → 2-[1-(methoxycarbonyl)ethoxy]benzonitrile (182964-51-8)

Conditions	Yield
In water; N,N-dimethyl-formamide	99%

salicylonitrile (611-20-1) + 4,5-dichloro-2-(tetrahydro-2H-pyran-2-yl)-3(2H)-pyridazinone (173206-13-8) → 2-[5-chloro-6-oxo-1-(tetrahydro-pyran-2-yl)-1,6-dihydro-pyridazin-4-yloxy]-benzonitrile (1191454-37-1)

Conditions	Yield
With potassium carbonate In acetonitrile for 2h; Reflux;	99%

salicylonitrile (611-20-1) + n-pentylmagnesium bromide (693-25-4) → 1-(2-hydroxyphenyl)hexan-1-one (3226-15-1)

Conditions	Yield
In tetrahydrofuran at 70℃; Inert atmosphere;	99%
Stage #1: salicylonitrile; n-pentylmagnesium bromide In tetrahydrofuran Inert atmosphere; Heating; Stage #2: With hydrogenchloride; water In tetrahydrofuran Cooling with ice;

salicylonitrile (611-20-1) + <2H9>trimethylsulphoxonium iodide (23726-00-3) → 2-(methoxy-d3)benzonitrile

Conditions	Yield
With potassium carbonate at 65℃; for 18h; Sealed tube;	99%

salicylonitrile (611-20-1) + Chloroacetamide (79-07-2) → 2-(2-cyanophenoxy)acetamide (54802-12-9)

Conditions	Yield
With potassium carbonate In acetone at 56℃;	98.5%
Stage #1: salicylonitrile With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 1h; Stage #2: Chloroacetamide In N,N-dimethyl-formamide at 80℃; for 3h;
With potassium carbonate In N,N-dimethyl-formamide at 80℃;

salicylonitrile (611-20-1) → 2-(1H-tetrazol-5-yl)phenol (51449-77-5)

Conditions	Yield
With hydrogenchloride; sodium azide; water; triethylamine hydrochloride In toluene at 95 - 99℃; for 6h;	98%
	98%
With sodium azide at 120℃; for 0.333333h;	98%

salicylonitrile (611-20-1) + benzyl bromide (100-39-0) → 2-(benzyloxy)benzonitrile (74511-44-7)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 3h;	98%
With potassium carbonate In acetone for 2h; Heating;	88.6%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h;	87%

salicylonitrile (611-20-1) + 8-Bromo-1-octene (2695-48-9) → 2-(oct-7'-enyloxy)benzonitrile

Conditions	Yield
With potassium carbonate for 6h; Heating;	98%

salicylonitrile (611-20-1) + trifluoromethylsulfonic anhydride (358-23-6) → 2-<(trifluoromethanesulfonyl)oxy>benzonitrile (138313-23-2)

Conditions	Yield
With pyridine 1.) 0 deg C, 5 min, 2.) r.t., 25 h;	98%
With pyridine In dichloromethane at 0 - 25℃; Inert atmosphere;	97%
With pyridine In dichloromethane at 20℃; for 0.5h;	95%

salicylonitrile (611-20-1) → azoxystrobin (215934-32-0, 131860-33-8)

Conditions	Yield
Stage #1: (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 0.0833333h; Stage #2: salicylonitrile In N,N-dimethyl-formamide at 60℃; for 5h; Stage #3: 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 60 - 89℃; for 0.166667h; Product distribution / selectivity;	98%
Stage #1: (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate With potassium carbonate In Isopropyl acetate at 40℃; for 0.166667h; Stage #2: salicylonitrile In Isopropyl acetate for 0.166667h; Stage #3: 1,4-diaza-bicyclo[2.2.2]octane In Isopropyl acetate at 40 - 45℃; for 0.5h; Product distribution / selectivity;	97.5%
Stage #1: (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate With potassium carbonate In Isopropyl acetate at 40℃; for 0.166667h; Stage #2: 1,4-diaza-bicyclo[2.2.2]octane In Isopropyl acetate for 0.166667h; Stage #3: salicylonitrile In Isopropyl acetate at 40 - 45℃; for 0.333333 - 0.5h; Product distribution / selectivity;	94.5%

Upstream product

• 110-86-1 pyridine 
• 75-44-5 phosgene 
• 65-45-2 salicylamide 
• 28691-47-6 benzisoxazole-3-carboxylic acid 
• 271-95-4 1,2-benzisoxazole 
• 3848-37-1 salicylaldehyde-(O-benzoyl oxime ) 
• 21013-96-7 (E)-2-hydroxylbenzaldehyde oxime 
• 59417-52-6 2-(acetoxyiminomethyl)phenol 
• 95-55-6 2-amino-phenol 
• 5994-28-5 2-Azido-tropon 
• 73654-43-0 1-cyanobenzene oxide-oxepin 
• 100-47-0 benzonitrile 
• 623-91-6 diethyl Fumarate 
• 52059-59-3 5-(o-hydroxyphenyl)-1,3,4-oxathiazol-2-one 

Downstream Products

• 313655-45-7 2-(2-cyanophenoxy)ethyl alcohol 
• 100870-42-6 N-(4-methoxy-phenyl)-salicylamidine 
• 1565-39-5 2-(2-imidazolinyl)phenol 
• 39055-82-8 5-acetyl-2-hydroxybenzonitrile 
• 6574-95-4 2-cyanoyphenoxyacetic acid 
• 945-57-3 2-cyanophenyl dimethylcarbamate 
• 3444-05-1 (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(2-cyanophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 26384-76-9 Ethyl 2-hydroxybenzimidate 
• 65739-61-9 2-hydroxy-benzimidic acid 2-ethoxy-ethyl ester 
• 56429-65-3 2-styryl-4H-1,3-benzoxazin-4-one 
• 119-36-8 methyl salicylate 
• 59722-05-3 2-((2S,3R)-3-Methyl-oxiranylmethoxy)-benzonitrile 
• 115022-64-5 2-(but-3-en-1-yloxy)benzonitrile 
• 88220-38-6 2-<(3-chloropropyl)aminocarbonyloxy>benzonitrile 

Relevant articles and documents

Tuning molecular recognition in water-soluble nanogels with enzyme-like activity for the Kemp elimination

The synthesis and characterization of water-soluble imprinted nanogels with enzyme-like activity in the Kemp elimination is reported together with studies that demonstrate how the recognition properties, morphology, and catalytic activity of the nanoparti

Photochemistry of salicylaldoxime in solid argon: An experimental and theoretical study

The photochemistry of salicylaldoxime in solid argon has been investigated by FTIR spectroscopy and DFT calculations. The salicylaldoxime molecule trapped in the matrix from the vapor above the solid sample has the most stable syn1 conformation with an in

-

-

Efficient preparation of salicylonitrile from methyl salicylate over supported boron phosphate catalyst in a continuous fixed bed reactor

SiO2-supported BPO4 catalysts have been prepared via a convenient one-pot process, characterized by XRD, N2 adsorption/desorption, FTIR, and NH3-TPD and investigated in the production of salicylonitrile using me

Method for preparing 2-hydroxy-benzonitril by adopting micro-flow field technology

The invention discloses a method for preparing 2-hydroxy benzonitrile (o-hydroxy benzonitrile) by adopting a micro-flow field technology, which comprises the following steps: (1) dissolving hydroxylamine hydrochloride in a solvent, adding salicylaldehyde, and fully stirring and uniformly mixing to obtain a reaction solution; and (2) pumping the uniformly mixed reaction liquid into the micro-channel reactor by adopting single-strand feeding, and carrying out one-step reaction to obtain a 2-hydroxy-benzonitrile crude product. Compared with a traditional preparation method of the 2-hydroxy-benzonitrile, the method has the advantages that the use of a dehydrating agent is avoided, the reaction time is short, the conversion rate of the 2-hydroxy-benzonitrile is high, the operation is simple, the safety is high, and the method is suitable for industrial production.