108-77-0

Basic information

• Product Name: Cyanuric chloride
• Synonyms: syn-trichlotriazin(czech);Trichloro-s-triazine;TIMTEC-BB SBB008925;TRICYANOGEN CHLORIDE;TRICHLOROCYANIDINE;CYC;CYANURIC CHLORIDE;2,4,6-TRICHLORO-S-TRIAZINE
• CAS NO: 108-77-0
• Molecular Formula: C₃Cl₃N₃
• Molecular Weight: 184.41
• EINECS: 203-614-9
• Product Categories: Intermediates of Dyes and Pigments;Organics;Chlorination;Halogenation;Synthetic Organic Chemistry;Dyestuff Intermediates;Building Blocks;Chemical Synthesis;C-X Bond Formation (Halogen);Heterocyclic Building Blocks;Synthetic Reagents;Triazines;Halogenated Heterocycles;fine chemicals
• Mol File: 108-77-0.mol
• Article Data: 24

Chemical Properties

• Melting Point: 145-147 °C(lit.)
• Boiling Point: 190 °C(lit.)
• Flash Point: 190°C
• Appearance: White/Solidified Mass or Fragments
• Density: 1.92
• Vapor Density: 6.36 (vs air)
• Vapor Pressure: 0.8 mm Hg ( 62.2 °C)
• Refractive Index: 1.676
• Storage Temp.: Refrigerator (+4°C)
• PKA: -3.26±0.10(Predicted)
• Water Solubility: reacts
• Sensitive: Moisture Sensitive
• Stability: Stable. Incompatible with strong oxidizing agents, water.
• Merck: 14,2699
• BRN: 124246
• CAS DataBase Reference: Cyanuric chloride(CAS DataBase Reference)
• NIST Chemistry Reference: Cyanuric chloride(108-77-0)
• EPA Substance Registry System: Cyanuric chloride(108-77-0)

Safety Data

• Hazard Codes: T+,C
• Statements: 14-22-26-34-43
• Safety Statements: 26-28-36/37/39-45-46-63-28A
• RIDADR: UN 2670 8/PG 2
• WGK Germany: 1
• RTECS: XZ1400000
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 108-77-0(Hazardous Substances Data)

Usage

Chemical Description

Cyanuric chloride is a chemical used in the synthesis of the other compounds, while 4-aminobenzoic acid is a reactant that reacts with cyanuric chloride to form compound (2-5).

Chemical Description

Cyanuric chloride is a chemical compound with the formula (NCCl)3.

Chemical Description

Cyanuric chloride is used in the dehydration step of the synthesis to convert an alcohol group to a nitrile group.

InChI:InChI=1/C3H2Cl3N3/c4-2-1-3(5)8-9(6)7-2/h1,7H

Synthetic route

2,4,6-tris(phenylthio)-1,3,5-triazine (30863-82-2) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

Conditions	Yield
With chlorine In dichloromethane at -45℃; under 2 Torr; Chlorination; Irradiation;	100%

isocyanuric acid (108-80-5) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

Conditions	Yield
With N,N-diethylaniline; trichlorophosphate for 3h; Heating;	90%
With phosphorus pentachloride
With phosphorus pentachloride; trichlorophosphate

cyameluric acid tripotassium salt → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate at 110℃; for 6h; Inert atmosphere;	77%

1,3,5-Triazine (290-87-9) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

Conditions	Yield
With chlorine In tetrachloromethane byproducts: 2,4-dichloro-1,3,5-triazin; 200°C, 7 h;	25%

1,3,5-Triazine (290-87-9) → 2,4-dichloro-1,3,5-triazine (2831-66-5) + 1,3,5-trichloro-2,4,6-triazine (108-77-0)

Conditions	Yield
With chlorine In tetrachloromethane in closed tube at 140-200°C;	A 4% B 25%
With Cl2 In tetrachloromethane

methyl thiocyanate (556-64-9) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

Conditions	Yield
With chlorine im Sonnenlicht;

hydrogen cyanide (74-90-8) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

Conditions	Yield
With chlorine im Sonnenlicht;
With diethyl ether; chlorine
With chloroform; chlorine

potassium thioacyanate (333-20-0) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

Conditions	Yield
With chlorine

cyanogen chloride (506-77-4) → 2,4-dichloro-1,3,5-triazine (2831-66-5) + 1,3,5-trichloro-2,4,6-triazine (108-77-0)

Conditions	Yield
With hydrogenchloride; hydrogen cyanide

cyanogen chloride (506-77-4) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

Conditions	Yield
at 280 - 300℃; durch Trimerisierung;
With alkaline earth chlorides; pyrographite at 200 - 500℃; durch Trimerisierung;
With pyrographite durch Trimerisierung;

chlorosulfenyl isocyanide dichloride (15999-70-9) → 1,3,5-trichloro-2,4,6-triazine (108-77-0) + diethyl phosphorochloridothioate (2524-04-1)

Conditions	Yield
With O,O-Diethyl hydrogen phosphorodithioate In diethyl ether for 96h;

carbonyl diisothiocyanate (6470-09-3) → 1,3,5-trichloro-2,4,6-triazine (108-77-0) + N-chlorocarbonyl-carbonimidic acid dichloride (26551-86-0)

Conditions	Yield
With chlorine; iodine; iron(III) chloride; tin(IV) chloride at 60℃; Product distribution;

O,O-Diethyl hydrogen phosphorodithioate (298-06-6) → 1,3,5-trichloro-2,4,6-triazine (108-77-0) + diethyl phosphorochloridothioate (2524-04-1)

Conditions	Yield
With chlorosulfinyl isocyanide In diethyl ether for 96h;

1,3,5-Trichlor-1λ4,3λ4,2,4,6-dithiatriazin (152172-19-5) + cyanogen chloride (506-77-4) → 1,3,5-trichloro-2,4,6-triazine (108-77-0) + 1,3,5-Trichlor-1λ4,2,4,6-thiatriazin (58589-34-7) + (1E,2E,4E,6E)-1,3,5,7-Tetrachloro-1λ4-[1,2,4,6,8]thiatetrazocine + (1E,3E,5E,7E)-1,3,5,7-Tetrachloro-1λ4,3λ4-[1,3,2,4,6,8]dithiatetrazocine

O,O-diisopropyl hydrogen phosphorodithioate (107-56-2) → 1,3,5-trichloro-2,4,6-triazine (108-77-0) + O,O-diisopropyl chlorothiophosphate (2524-06-3)

Conditions	Yield
With chlorosulfinyl isocyanide In diethyl ether for 96h;

ammelide (645-93-2) + phosphorus pentachloride (10026-13-8, 874483-75-7) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

cyanuric acid (108-80-5) + phosphorus pentachloride (10026-13-8, 874483-75-7) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

2,4,6-triethoxy-[1,3,5]triazine (884-43-5) + phosphorus pentachloride (10026-13-8, 874483-75-7) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

tetrachloromethane (56-23-5) + 2,4,6-tricyano-1,3,5-triazine (7615-57-8) + iodine (7553-56-2) + chlorine (7782-50-5) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

thiocyanato → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

Conditions	Yield
With chloroform; chlorine; iron(III) chloride

1,3,5-Triazine (290-87-9) + tetrachloromethane (56-23-5) + chlorine (7782-50-5) → 2,4-dichloro-1,3,5-triazine (2831-66-5) + 1,3,5-trichloro-2,4,6-triazine (108-77-0)

Conditions	Yield
at 200℃;

phosphorus pentachloride (10026-13-8, 874483-75-7) + 2,4,6-trimethoxy-1,3,5-triazine (877-89-4) → 1,3,5-trichloro-2,4,6-triazine (108-77-0) + methylene chloride (74-87-3)

Conditions	Yield
at 200℃;

methyl thiocyanate (556-64-9) + chlorine (7782-50-5) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

Conditions	Yield
namentlich an der Sonne;

hydrogenchloride (7647-01-0) + cyanogen chloride (506-77-4) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

water (7732-18-5) + cyanogen chloride (506-77-4) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

chlorine (7782-50-5) + cyanogen chloride (506-77-4) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

hydrogenchloride (7647-01-0) + cyanogen chloride (506-77-4) + hydrogen cyanide (0.5 mol) → 2,4-dichloro-1,3,5-triazine (2831-66-5) + 1,3,5-trichloro-2,4,6-triazine (108-77-0)

Conditions	Yield
at 65℃;

aluminium trichloride (7446-70-0) + cyanogen chloride (506-77-4) + benzene (71-43-2) → 1,3,5-trichloro-2,4,6-triazine (108-77-0) + benzonitrile (100-47-0)

phenyl thiocyanate (5285-87-0) + chlorine (7782-50-5) → 1,3,5-trichloro-2,4,6-triazine (108-77-0)

morpholine (110-91-8) + 1,3,5-trichloro-2,4,6-triazine (108-77-0) → 2,6-Dichloro-4-morpholino-1,3,5-triazine (6601-22-5)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; for 0.166667h;	100%
With triethylamine In dichloromethane at -78 - -30℃; for 1.5h; Inert atmosphere;	99%
With triethylamine In acetone for 0.5h; Cooling with ice;	98%

morpholine (110-91-8) + 1,3,5-trichloro-2,4,6-triazine (108-77-0) → 2-chloro-4,6-di-morpholin-4-yl-[1,3,5]triazine (7597-22-0)

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane at 0 - 40℃; for 3h;	100%
In dichloromethane; water at 0 - 5℃; for 3.25h; Large scale;	98%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 1h;	95%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(4,6-dichloro-1,3,5-triazin-2-yl)piperazine-1-carboxylate (271592-49-5)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.5h;	100%
With sodium hydrogencarbonate In acetone at 0℃; for 2h;	96%
With sodium hydrogencarbonate In acetone Condensation;	93%

hexenylmagnesium bromide (32359-01-6) + 1,3,5-trichloro-2,4,6-triazine (108-77-0) → 2-(hex-1'-ynyl)-4,6-dichloro-1,3,5-triazine (14894-35-0)

Conditions	Yield
In tetrahydrofuran; diethyl ether at 25℃; for 3h; alkynylation;	100%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + (3,3-dimethylbut-1-yn-1-yl)magnesium bromide (104480-60-6) → 2-(3',3'-dimethylbutyn-1'-yl)-4,6-dichloro-1,3,5-triazine (112749-18-5)

Conditions	Yield
In tetrahydrofuran; diethyl ether at 25℃; for 15h; alkynylation;	100%
In tetrahydrofuran; diethyl ether at 5℃;

1,3,5-trichloro-2,4,6-triazine (108-77-0) + (3-aminophenyl)carbamic acid tert-butyl ester (68621-88-5) → 2-([3-tert-butoxycarbonylaminophenyl]amino)-4,6-dichloro[1,3,5]triazine (537049-05-1)

Conditions	Yield
With sodium hydrogencarbonate In water; acetone at 0℃; pH=7 - 8;	100%
Stage #1: 1,3,5-trichloro-2,4,6-triazine; (3-aminophenyl)carbamic acid tert-butyl ester In acetone at 0℃; Stage #2: With sodium hydrogencarbonate In water; acetone pH=1 - 7;	99%
Stage #1: 1,3,5-trichloro-2,4,6-triazine; (3-aminophenyl)carbamic acid tert-butyl ester In water; acetone at -10 - 20℃; for 3h; pH=2; Stage #2: With sodium hydrogencarbonate In water; acetone for 0.5h; pH=8;	99.6%
With sodium hydrogencarbonate In water; acetone at 0℃;	85%
With sodium hydrogencarbonate

1,3,5-trichloro-2,4,6-triazine (108-77-0) + cyclohexylamine (108-91-8) → 6-cyclohexylamino-2,4-dichloro-1,3,5-triazine (27282-86-6)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 2h;	100%
With sodium carbonate In 1,4-dioxane; dichloromethane; water	90%
In diethyl ether at -15 - -10℃;	81%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 2‐chlorotrityl chloride resin → resin A

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 2‐chlorotrityl chloride resin In tetrahydrofuran at 20℃; for 0.25h; Wang resin; Stage #2: With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 18h;	100%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + (2S,3aS,7aS)-tert-butyl 2-carbamoyloctahydro-1H-indole-1-carboxylate (115238-27-2) → (2S,3aS,7aS)-2-cyano-octahydro-indole-1-carboxylic acid 1-tert-butyl ester (781676-42-4)

Conditions	Yield
In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 6h;	100%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 1H,1H,2H,2H-Perfluorodecanethiol (34143-74-3) → 2-chloro-4,6-bis(1H,1H,2H,2H-perfluorodecylthio)-1,3,5-triazine

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	100%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃;	100%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 1 - 2℃; for 2.5h; Inert atmosphere; Schlenk technique;	91%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 1-dodecylthiol (112-55-0) → 2-chloro-4,6-bis(dodecylthio)-1,3,5-triazine (1041173-47-0)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	100%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 1 - 2℃; for 2.5h; Inert atmosphere; Schlenk technique;	83%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 1H,1H,2H,2H-Perfluorodecanethiol (34143-74-3) → 2,4-dichloro-6-(1H,1H,2H,2H-perfluorodecylthio)-1,3,5-triazine (916667-82-8)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	100%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 1-dodecylthiol (112-55-0) → 2,4-dichloro-6-(dodecylthio)-1,3,5-triazine (75951-06-3)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	100%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + allyl alcohol (107-18-6) → 2-allyloxy-4,6-dichloro-1,3,5-triazine (26650-76-0)

Conditions	Yield
With tetrabutylammomium bromide; sodium hydroxide In dichloromethane; water at 10℃; for 0.25h;	100%
With 2,4,6-trimethyl-pyridine In acetone for 1h; Cooling with ice;	61%
With N-ethyl-N,N-diisopropylamine In dichloromethane at -10 - 20℃; for 24h;

1,3,5-trichloro-2,4,6-triazine (108-77-0) + tert-butyl 4-(aminocarbonyl)-4-isopropylpiperidine-1-carboxylate (1093396-56-5) → tert-butyl 4-cyano-4-isopropylpiperidine-1-carboxylate (1093396-58-7)

Conditions	Yield
In N,N-dimethyl-formamide at 20℃;	100%

isonipecotic acid (498-94-2) + 1,3,5-trichloro-2,4,6-triazine (108-77-0) + methylamine (74-89-5) → 1-[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]-4-piperidinecarboxylicacid (1141894-74-7)

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; methylamine With sodium hydroxide In water; acetonitrile at 0℃; for 0.5h; pH=9 - 10; Stage #2: isonipecotic acid In water; acetonitrile at 0 - 20℃; for 1h; pH=9 - 10;	100%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 3-(diethoxy-methyl-silanyl)-propylamine (3179-76-8) → 6-(3-dietoxymethylsilylpropyl)amino-1,3,5-triazine-2,4-dichloride

Conditions	Yield
With triethylamine In tetrahydrofuran at -10℃; for 2h; Inert atmosphere;	100%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 1-(4-fluorophenyl)piperazine dihydrochloride (64090-19-3) → 2,4-dichloro-6-[4-(4-fluorophenyl)piperazin-1-yl]-1,3,5-triazine

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine With sodium carbonate In tetrahydrofuran at 0℃; for 0.0833333h; Stage #2: 1-(4-fluorophenyl)piperazine dihydrochloride In tetrahydrofuran at 20℃; for 72h;	100%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + Pd(II)-5-(3-aminophenyl)-10,15,20-tris(4-methylphenyl)porphyrin → Pd(II)-5-[3-amino(triazine-2,4-dichloride)phenyl]-10,15,20-tris(4-methylphenyl)porphyrin

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; Pd(II)-5-(3-aminophenyl)-10,15,20-tris(4-methylphenyl)porphyrin In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; Stage #2: With potassium carbonate In tetrahydrofuran; water for 3h; Inert atmosphere;	100%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 9-(mercapto)-1,7-dicarba-closo-dodecaborane(12) (64493-44-3) → 2-chloro-4,6-bis(1,7-dicarba-closo-dodeca-boran-9-ylthio)-1,3,5-triazine

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 0 - 20℃; Reflux;	100%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 0℃; for 5.33333h; Reflux; Schlenk technique; Inert atmosphere;	100%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 0℃; Inert atmosphere; Reflux;	100%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 2,2'-iminobis[ethanol] (111-42-2) → 2,2',2'',2''',2'''',2'''''-((1,3,5-triazine-2,4,6-triyl)tris(azanetriyl))hexaethanol (4403-08-1)

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 2,2'-iminobis[ethanol] In tetrahydrofuran at 20℃; for 1h; Stage #2: With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20 - 85℃; for 17h;	99%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20 - 85℃; for 18h;	99%
With potassium carbonate In tetrahydrofuran at 0 - 20℃; for 26h; Reflux;	58.6%

1,3,5-trichloro-2,4,6-triazine (108-77-0) → 4,6-dichloro-1,3,5-triazin-2-amine (933-20-0)

Conditions	Yield
With ammonium hydroxide In dichloromethane at 22 - 26℃;	99%
With ammonium hydroxide In water; acetone at 0 - 5℃; for 0.5h;	95%
With ammonia In water; acetone at 0℃; Heating;	93%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + Propargylamine (2450-71-7) → N2,N4,N6-tri(prop-2-yn-1-yl)-1,3,5-triazine-2,4,6-triamine (144535-20-6)

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; methanol at 0℃; for 2.5h; Reflux;	99%
In toluene for 20h; Reflux;	42%
In toluene for 3h; Heating;	32%
In toluene

1,3,5-trichloro-2,4,6-triazine (108-77-0) + n-dioctylamine (1120-48-5) → 2-chloro-4,6-bis-(di-n-octylamino)-s-triazine (165612-58-8)

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 25h; Cooling with ice;	99%
With triethylamine In dichloromethane at 20℃; for 24h;	97%
With triethylamine In dichloromethane at 25℃; for 24h;	97%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + dibenzylamine (103-49-1) → 2-(N,N-dibenzylamino)-4,6-dichloro-1,3,5-triazine (47301-29-1)

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 20℃; for 1h;	99%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 3h; Inert atmosphere;	67%
Substitution; Amination;
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃; for 2h;
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃;

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 4-tert-Butylaniline (769-92-6) → 4-amino-6-chloro-2-(4'-tert-butylanilino)-1,3,5-triazine (361523-39-9)

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 4-tert-Butylaniline With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 2h; Stage #2: With ammonia In tetrahydrofuran at 20℃; for 2.5h; Further stages.;	99%

piperidine (110-89-4) + 1,3,5-trichloro-2,4,6-triazine (108-77-0) + 4-methoxy-benzylamine (2393-23-9) → N-(4-methoxybenzyl)-4,6-di(piperidinyl)-1,3,5-triazin-2-amine

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 4-methoxy-benzylamine With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 3h; Stage #2: piperidine In tetrahydrofuran at 20℃; for 15h;	99%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + bis(2-tert-butyloxycarbonylaminoethyl)amine (117499-16-8) → {2-[{4-[bis-(2-tert-butoxycarbonylamino-ethyl)-amino]-6-chloro-[1,3,5]triazin-2-yl}-(2-tert-butoxycarbonylamino-ethyl)-amino]-ethyl}-carbamic acid tert-butyl ester (893842-35-8)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃;	99%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 16h;	99%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 12 - 12.5h; Product distribution / selectivity;	99%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + cyclohexylmethyl alcohol (100-49-2) → 2,4-dichloro-6-cyclohexylmethoxy-[1,3,5]triazine (502767-34-2)

Conditions	Yield
With potassium hydrogencarbonate In toluene	99%
With potassium hydrogencarbonate; 18-crown-6 ether In toluene	99%
With potassium carbonate; 18-crown-6 ether In toluene for 18h; Heating / reflux;	99%
With potassium hydrogencarbonate; 18-crown-6 ether In toluene for 18h; Heating / reflux;
With potassium hydrogencarbonate; 18-crown-6 ether In toluene for 18h; Heating / reflux;

Upstream product

• 556-64-9 methyl thiocyanate 
• 74-90-8 hydrogen cyanide 
• 333-20-0 potassium thioacyanate 
• 108-80-5 isocyanuric acid 
• 506-77-4 cyanogen chloride 
• 15999-70-9 chlorosulfenyl isocyanide dichloride 
• 6470-09-3 carbonyl diisothiocyanate 
• 298-06-6 O,O-Diethyl hydrogen phosphorodithioate 
• 152172-19-5 1,3,5-Trichlor-1λ⁴,3λ⁴,2,4,6-dithiatriazin 
• 107-56-2 O,O-diisopropyl hydrogen phosphorodithioate 
• 30863-82-2 2,4,6-tris(phenylthio)-1,3,5-triazine 
• 645-93-2 ammelide 
• 10026-13-8 phosphorus pentachloride 
• 108-80-5 cyanuric acid 

Downstream Products

• 75505-74-7 bis-aziridin-1-yl-chloro-[1,3,5]triazine 
• 51-18-3 tretamine 
• 64295-04-1 2,4,6-tris-(1'-azetidinyl)-1,3,5-triazine 
• 13009-91-1 tris-(2-methyl-aziridin-1-yl)-[1,3,5]triazine 
• 580-48-3 2-chloro-4,6-bis(diethylamino)-1,3,5-triazine 
• 5794-91-2 2,4,6-tri(pyrrolidin-1-yl)-1,3,5-triazine 
• 4803-05-8 2,4-dichloro-6-diazomethyl-[1,3,5]triazine 
• 7710-36-3 2-chloro-4,6-di(piperidinyl)-1,3,5-triazine 
• 21254-74-0 2,4,6-tris(piperidin-1-yl)-1,3,5-s-triazine 
• 16303-23-4 2,4,6-tris(1-morpholino)-1,3,5-s-triazine 
• 3638-04-8 2,4-Dichloro-6-methoxy-1,3,5-triazine 
• 3140-73-6 2-chloro-4,6-dimethoxy-1 ,3,5-triazine 
• 877-89-4 2,4,6-trimethoxy-1,3,5-triazine 
• 69239-50-5 [4-(4,6-dichloro-[1,3,5]triazin-2-ylamino)-phenyl]-arsonic acid 

Related news

Original articleMultifunctionalization of Cyanuric chloride (cas 108-77-0) for the stepwise synthesis of potential multimodal imaging chemical entities08/19/2019

We report a synthetic strategy to combine different moieties in a single structure using cyanuric chloride (2,4,6-trichlorotriazine) as a starting platform for preparing potential bioimaging agents. This reacted with macrocycles of the porphyrin family and DOTA type metal chelators through mono-...detailed

Relevant articles and documents

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Novel and gram-scale green synthesis of flutamide

Isobutyric acid in the presence of cyanuric chloride and N-methylmorpholine was converted into active ester 3 at 0-5°C, and it was subsequently treated with 3-aminobenzotrifluoride 4 at 25°C to furnish corresponding amide 5. This amide finally, on nitration, produced the desired product flutamide, 2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propionamide 6 in good yield. By-product 2,4,6-trihydroxy-1,3,5-triazine 7 was converted into the useful starting material cyanuric chloride 1 by refluxing with N,N-diethylamine and POCl3. Copyright Taylor & Francis Group, LLC.

Structural design of small-molecule carbon-nitride dyes for photocatalytic hydrogen evolution

Carbon nitrides are an emerging class of metal-free polymeric photocatalysts but limited by the structural modifications. With the same central skeleton, small-molecule carbon-nitride dyes (also called heptazine dyes) have attracted widespread attention in the past decades. Herein, by introducing the electron-rich aryl substituents at three peripheral positions, four donor-acceptor (D-A) heptazine derivatives have been synthesized via Friedel-Crafts reactions, and their photocatalytic hydrogen evolution properties have been carefully investigated. Presumably, due to the most effective conjugation and reasonable HOMO and LUMO positions, the optimized heptazine 4 with three 4-methylbiphenyl substituents exhibited an impressive thermally activated delayed fluorescence (TADF), which indicated it possessed the maximized photoinduced charge separations, and thus presented the highest photocatalytic activity. This work not only contributes to the small-molecule carbon-nitride dyes, but also has an instructive significance on understanding the electron-transfer mechanism of carbon nitride photocatalysts at the molecular level.

4-Formyl amino-n-methylpiperidine derivatives, the use thereof as stabilisers and organic material stabilised therewith

The present invention relates to 4-formylamino-N-methylpiperidine derivatives of the formula (I) where the variables are as defined in the Description, to a process for preparing these piperidine derivatives, to the use of these piperidine derivatives of the invention, or prepared according to the invention, for stabilizing organic material, in particular for stabilizing plastics or coating materials, and also to the use of these piperidine derivatives of the invention, or prepared according to the invention, as light stabilizers or stabilizers for wood surfaces. The present invention further relates to stabilized organic material which comprises these piperidine derivatives of the invention or prepared according to the invention.