68957-94-8

Basic information

• Product Name: Propylphosphonic anhydride
• Synonyms: T3P/Propanephosphonic acid cyclic anhydride;2,4,6-Tripropyl-1,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide;1-Propylphosphonic acid cyclic anhydride, 50+% w/w soln. in dichloroMethane;1-Propylphosphonic acid cyclic anhydride, 50 wt.% solution in ethyl acetate;PPACA;Propylphosphonic anhydride solution technical, ~50% in DMF;1-Propylphosphonic anhydride solution, 50 wt. % in DMF;1-Propylphosphonic anhydride solution, 50 wt. % in ethyl acetate
• CAS NO: 68957-94-8
• Molecular Formula: C₉H₂₁O₆P₃
• Molecular Weight: 318.18
• EINECS: 422-210-5
• Mol File: 68957-94-8.mol

Chemical Properties

• Boiling Point: 65 °C
• Flash Point: 25 °F
• Appearance: Clear yellow to brownish/Solution
• Density: 1.069 g/mL at 25 °C
• Vapor Pressure: 7.51E-05mmHg at 25°C
• Refractive Index: n20/D 1.418
• Storage Temp.: Flammables area
• Solubility: Miscible with dioxane, terahydrofuran, dimethyl formamide, polar
• Water Solubility: 9.6g/L at 25℃
• Sensitive: Moisture Sensitive
• BRN: 5079255
• CAS DataBase Reference: Propylphosphonic anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: Propylphosphonic anhydride(68957-94-8)
• EPA Substance Registry System: Propylphosphonic anhydride(68957-94-8)

Safety Data

• Hazard Codes: T,C,F
• Statements: 61-20/21-34-67-66-11
• Safety Statements: 53-26-36/37/39-45-33-16
• RIDADR: UN 2924 3/PG 3
• WGK Germany: 1
• F: 21
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 68957-94-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Propylphosphonic anhydride is used as a coupling agent for the synthesis of bispyridine-based ligands, which act as bridging linkers in multinuclear platinum anticancer drugs. This application contributes to the development of novel and effective cancer treatments.
Used in Organic Chemistry Research:
Propylphosphonic anhydride is utilized as an efficient promoter in the Lossen rearrangement, a reaction that facilitates the synthesis of urea and carbamate derivatives. These compounds are essential in the creation of various pharmaceuticals, agrochemicals, and other organic compounds.
Used in Microwave-Assisted Synthesis:
In the field of microwave-assisted chemistry, propylphosphonic anhydride serves as an acid-activating agent for the direct synthesis of acid azides from carboxylic acids. This method accelerates the reaction process and enhances the yield of the desired products.
Used in Heterocyclic Chemistry:
Propylphosphonic anhydride is employed in the one-pot synthesis of various heterocyclic compounds, such as 1,2,4-oxadiazoles, 1,3,4-oxadiazoles, and 1,3,4-thiadiazoles, from carboxylic acids. These heterocyclic compounds have potential applications in pharmaceuticals, materials science, and other fields.
Used in Peptide Synthesis:
As an activating agent, propylphosphonic anhydride is used in the activation of the carboxyl group for hydroxyamidation and peptide coupling. This facilitates the one-pot conversion of carboxylic acids into hydroxamic acids, which are important intermediates in the synthesis of various organic compounds.
Used in Other Organic Synthesis:
Propylphosphonic anhydride is also used in the microwave-mediated synthesis of carbocyclic and heterocyclic fused quinolones, as well as in the one-pot synthesis of coumarins. These applications highlight its versatility as a reagent in organic synthesis.

Reaction

TP3 is an exceptional reagent for amide/peptide bond formation. The product is very easy to use and combines excellent?reaction selectivity, low epimerization, high yields and high product purities. Conversions of acids and amides to nitriles under mild conditions. Synthesis of urea and carbamate derivatives. Formation of thioacids from N-protected amino acids and peptides.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C9H21O6P3/c1-4-7-16(10)13-17(11,8-5-2)15-18(12,14-16)9-6-3/h4-9H2,1-3H3

Synthetic route

propylphosphonic dichloride (4708-04-7) → 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8)

Conditions	Yield
With water 1) 1 h, 2) 3 h, 80 deg C, 17 Torr, 3) 3 h, 80 deg C, 5 Torr;	100%

propanephosphonic acid dimethyl ester (18755-43-6) → 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8)

Conditions	Yield
With acetic anhydride; 1-ethyl-3-methylimidazolium tetrafluoroborate at 45℃; for 4.5h; Temperature; Reflux;	95.14%

propylphosphonic dichloride (4708-04-7) + propylphosphonic anhydride (71760-04-8) → 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8)

Conditions	Yield
In toluene at 90℃; for 8h; Concentration; Temperature; Inert atmosphere;	82.93%

propylphosphonic acid (4672-38-2) → 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8)

Conditions	Yield
Stage #1: propylphosphonic acid With acetic anhydride for 2h; Heating / reflux; Stage #2: at 350℃; under 0.0750075 - 75.0075 Torr;	80%
Stage #1: propylphosphonic acid With acetic anhydride for 24h; Reflux; Inert atmosphere; Stage #2: at 300℃; under 0.225023 Torr; Inert atmosphere;	72%
With thionyl chloride In toluene at 80℃; for 3.25h; Product distribution / selectivity; Reflux;

propylphosphonic dichloride (4708-04-7) + diethyl propylphosphonate (18812-51-6) → 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8)

Conditions	Yield
at 115 - 260℃; for 3h; Temperature;	69%

4-(6-methyl-pyridazin-3-yl)-benzylamine (389602-89-5) + 4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid (486437-06-3) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-[4-(6-methyl-pyridazin-3-yl)-phenylmethyl]-4-(4'-trifluoro-methylbiphenyl-2-carbonylamino)-1-methyl-imidazole-2-carboxylic acid amide (486434-85-9)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	96%
With 4-methyl-morpholine In dichloromethane	96%

3-(biphenyl-2-carbonylamino)-benzoic acid + [4-(1H-imidazol-2-yl)phenyl]methanamine (326409-72-7) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-[4-(1H-imidazol-2-yl)-phenylmethyl]-3-(biphenyl-2-carbonylamino)-benzoic acid amide-hydrochloride (389601-32-5)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	96%

3-({[4'-(trifluoromethyl)-1,1'-biphenyl-2-yl]carbonyl}amino)benzoic acid (389602-62-4) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) + benzyl-methyl-amine (103-67-3) → N-phenylmethyl-N-methyl-3-(4'-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid amide (389601-29-0)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	95%

6-{[5-(trifluoromethyl)pyridin-2-yl]oxy}quinoline-2-carboxylic acid + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-[(6-{[5-(trifluoromethyl)pyridin-2-yl]oxy}quinolin-2-yl)carbonyl]piperazine-1-carboxylate

Conditions	Yield
With triethylamine In tetrahydrofuran; diethyl ether; water; ethyl acetate	95%

4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid (486437-06-3) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) + 4-(pyridin-4-yl)-benzylamine (486437-10-9) → N-[4-(pyridin-4-yl)-phenylmethyl]-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazole-2-carboxylic acid amide (486434-82-6)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	94%

(1H-benzo[d]imidazol-5-yl)methanamine + 3-({[4'-(trifluoromethyl)-1,1'-biphenyl-2-yl]carbonyl}amino)benzoic acid (389602-62-4) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-(1H-Benzimidazol-5-ylmethyl)-3-(4'-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid amide (389601-65-4)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	93%

3-({[4'-(trifluoromethyl)-1,1'-biphenyl-2-yl]carbonyl}amino)benzoic acid (389602-62-4) + 3-methyl-4-(phenylcarbonylamino)-benzylamine (389602-74-8) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-[3-methyl-4-(phenylcarbonylamino)-phenylmethyl]-3-(4'-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid amide (389601-72-3)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	89%

4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid (486437-06-3) + (4'-chloro-[1,1'-biphenyl]-4-yl)methanamine (15996-82-4) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-(4'-Chlorobiphenyl-4-yl)methyl-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid amide (486434-80-4)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	88%
With 4-methyl-morpholine In dichloromethane	88%

4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid (486437-06-3) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) + [4-(1,2,3-thiadiazol-4-yl)phenyl]methanamine → N-[4-([1,2,3]-thiadiazol-4-yl)-phenylmethyl]-4-(4'-trifluoro-methylbiphenyl-2-carbonylamino)-1-methyl-imidazole-2-carboxylic acid amide (486434-84-8)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	88%
With 4-methyl-morpholine In dichloromethane	88%

(4-(piperidin-1-yl)phenyl)methanamine (214759-73-6) + 4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid (486437-06-3) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-[4-(piperidino)-phenylmethyl]-4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid amide (486434-74-6)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	88%

3-(biphenyl-2-carbonylamino)-benzoic acid + N-(4-phenyl)benzylamine (712-76-5) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-(biphenyl-4-methyl)-3-(biphenyl-2-carbonylamino)-benzoic acid amide

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	88%

4-methyl-morpholine (109-02-4) + 4-(3,4-dihydro-2H-quinolin-1-yl)-benzylamine (486436-88-8) + 4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid (486437-06-3) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-[4-(3,4-dihydro-2H-quinolin-1-yl)-phenylmethyl]-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid amide (486434-76-8)

Conditions	Yield
In dichloromethane	85%

4-(3,4-dihydro-2H-quinolin-1-yl)-benzylamine (486436-88-8) + 4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid (486437-06-3) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-[4-(3,4-dihydro-2H-quinolin-1-yl)-phenylmethyl]-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid amide (486434-76-8)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	85%

3-({[4'-(trifluoromethyl)-1,1'-biphenyl-2-yl]carbonyl}amino)benzoic acid (389602-62-4) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) + para-methylbenzylamine (104-84-7) → N-(4-methyl-phenylmethyl)-3-(4'-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid amide (389601-59-6)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	82%

3-({[4'-(trifluoromethyl)-1,1'-biphenyl-2-yl]carbonyl}amino)benzoic acid (389602-62-4) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-(pyridine-3-yl-methyl)-3-(4'-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid amide (389601-12-1)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	81%

3-({[4'-(trifluoromethyl)-1,1'-biphenyl-2-yl]carbonyl}amino)benzoic acid (389602-62-4) + glycine ethyl ester hydrochloride (623-33-6) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-ethoxycarbonylmethyl-3-(4'-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid amide (389601-27-8)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	79%

3-({[4'-(trifluoromethyl)-1,1'-biphenyl-2-yl]carbonyl}amino)benzoic acid (389602-62-4) + 4-aminomethyl-benzenesulfonic acid anilide (6325-23-1) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-(4-phenylaminosulphonyl-phenylmethyl)-3-(4'-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid amide (389601-47-2)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	73%

4-methyl-morpholine (109-02-4) + 3-(4-(trifluoromethyl)phenyl)prop-2-yn-1-amine (486437-19-8) + 4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid (486437-06-3) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-[3-(4-Trifluoromethylphenyl)-prop-2-ynyl]-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazole-2-carboxylic acid amide (486434-91-7)

Conditions	Yield
In dichloromethane	71%

3-(4-(trifluoromethyl)phenyl)prop-2-yn-1-amine (486437-19-8) + 4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid (486437-06-3) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-[3-(4-Trifluoromethylphenyl)-prop-2-ynyl]-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazole-2-carboxylic acid amide (486434-91-7)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	71%

1-(2-amino-4-bromophenyl)-4-(2-aminophenyl)-2-(4-bromophenyl)butane-1,4-dione + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → 11-bromo-7-(4-bromophenyl)-7,13-dihydro-8H-benzo[6,7]azepino[3,2-c]quinolin-8-one

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 24h;	69%

3-bromobenzene-1,2-diamine (1575-36-6) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) + N-(Benzyloxycarbonyl)glycine (1138-80-3) → benzyl [2-(2-amino-3-bromoanilino)-2-oxoethyl]carbamate

Conditions	Yield
Stage #1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-(Benzyloxycarbonyl)glycine With N-ethyl-N,N-diisopropylamine In dichloromethane; ethyl acetate at 0 - 20℃; for 0.5h; Stage #2: 3-bromobenzene-1,2-diamine In dichloromethane; ethyl acetate at 20℃; for 12h;	69%

(4S,6S)-4-(5-amino-3-chloro-2-fluorophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine (1624606-76-3) + 5-cyano-pyridine-2-carboxylic acid (53234-55-2) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-(3-((4S,6S)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-5-chloro-4-fluorophenyl)-5-cyanopicolinamide (1624605-05-5)

Conditions	Yield
In N,N-dimethyl-formamide	68.3%

1-(2-amino-4-bromophenyl)-4-(2-aminophenyl)-2-(4-(trifluoromethyl)phenyl)butane-1,4-dione + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → 11-bromo-7-(4-(trifluoromethyl)phenyl)-7,13-dihydro-8H-benzo[6,7]azepino[3,2-c]quinolin-8-one

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 24h;	68%

4-(1,4-dioxa-spiro[4.5]dec-8-yl)-benzylamine (178163-63-8) + 4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid (486437-06-3) + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → N-[4-(1,4-dioxa-spiro[4.5]dec-8-yl)-phenylmethyl]-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazole-2-carboxylic acid amide (486434-93-9)

Conditions	Yield
With 4-methyl-morpholine In dichloromethane	67%
With 4-methyl-morpholine In dichloromethane	67%

1-(2-amino-4-bromophenyl)-4-(2-aminophenyl)-2-phenylbutane-1,4-dione + 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8) → 11-bromo-7-phenyl-7,13-dihydro-8H-benzo[6,7]azepino[3,2-c]quinolin-8-one

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 24h;	66%

Upstream product

• 4708-04-7 propylphosphonic dichloride 
• 4672-38-2 propylphosphonic acid 
• 18755-43-6 propanephosphonic acid dimethyl ester 
• 71760-04-8 propylphosphonic anhydride 
• 18812-51-6 diethyl propylphosphonate 

Downstream Products

• 486434-80-4 N-(4'-Chlorobiphenyl-4-yl)methyl-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid amide 
• 486434-73-5 N-(biphenyl-4-yl)methyl-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid amide 
• 486434-84-8 N-[4-([1,2,3]-thiadiazol-4-yl)-phenylmethyl]-4-(4'-trifluoro-methylbiphenyl-2-carbonylamino)-1-methyl-imidazole-2-carboxylic acid amide 
• 486434-76-8 N-[4-(3,4-dihydro-2H-quinolin-1-yl)-phenylmethyl]-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid amide 
• 486434-91-7 N-[3-(4-Trifluoromethylphenyl)-prop-2-ynyl]-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazole-2-carboxylic acid amide 
• 486434-89-3 N-(4'-hydroxybiphenyl-4-yl)methyl-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazole-2-carboxylic acid amide 
• 486434-85-9 N-[4-(6-methyl-pyridazin-3-yl)-phenylmethyl]-4-(4'-trifluoro-methylbiphenyl-2-carbonylamino)-1-methyl-imidazole-2-carboxylic acid amide 
• 486434-82-6 N-[4-(pyridin-4-yl)-phenylmethyl]-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazole-2-carboxylic acid amide 
• 486434-74-6 N-[4-(piperidino)-phenylmethyl]-4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid amide 
• 486434-93-9 N-[4-(1,4-dioxa-spiro[4.5]dec-8-yl)-phenylmethyl]-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazole-2-carboxylic acid amide 
• 486434-95-1 N-[3-(4-tert.butylphenyl)-prop-2-ynyl]-4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-imidazole-2-carboxylic acid amide 
• 486436-22-0 N-[3-(4-isopropylphenyl)-prop-2-ynyl]-4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-imidazole-2-carboxylic acid amide 
• 389601-53-0 N-(4-isopropyl-phenylmethyl)-3-(4'-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid amide 
• 389601-59-6 N-(4-methyl-phenylmethyl)-3-(4'-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid amide 

Relevant articles and documents

Synthesis method of 1-propyl phosphoric acid cyclic anhydride

The invention provides a 1-propyl phosphoric acid cyclic anhydride synthesis method, which comprises: S1, carrying out a chlorination reaction on 1-propyl diethyl phosphate and a chlorination reagentto obtain a 1-propyl phosphorus dichloride intermediate; and S2, heating the 1-propyl phosphorus dichloride intermediate and 1-propyl diethyl phosphate to 100-300 DEG C, and carrying out a cyclizationreaction to obtain the 1-propyl phosphoric acid cyclic anhydride. The embodiment of the invention discloses a synthetic method of 1-propyl phosphoric acid cyclic anhydride. According to the method, diethyl 1-propylphosphate is used as a starting raw material, and chlorination is performed under the action of dichloromethane and thionyl chloride to prepare the 1-propylphosphorus dichloride intermediate, so that the product can be obtained by adopting simple, easily available and cheap raw materials through a two-step reaction, the production cost is low, and the method is suitable for industrial production.

Preparation method of cyclic propyl phosphonic anhydride

The invention belongs to the technical field of organic synthesis and particularly relates to a preparation method of cyclic propyl phosphonic anhydride. The method comprises the steps of preparing propyl pyrophosphate from propenylphosphonic acid and acetic anhydride as reactants; preparing propyl phosphonyl chloride from propenylphosphonic acid and thionyl chloride as reactants; carrying out further reaction on the propyl pyrophosphate and the propyl phosphonyl chloride to prepare the cyclic propyl phosphonic anhydride. According to the prepared cyclic propyl phosphonic anhydride, the reaction yield is high and the total yield can reach 68-72%, the cyclic propyl phosphonic anhydride is low in cost and high in purity, the titration purity is greater than 99.5%, the content of free acid is smaller than 100ppm, the polymer content is low, and use of a lithium battery additive can be met. The preparation method is simple, safe, environment-friendly, high in efficiency, cheap and available in raw materials, wide in market prospect and suitable for massive production.

An improved 1-propyl phosphonic acid of anhydrides and nitriles preparation method (by machine translation)

The invention relates to an improved preparation method of 1-propylphosphoric cyclic anhydride, which comprises the following steps: 1) adding dimethylpropyl phosphate into an ionic liquid solvent while controlling the temperature at 0-80 DEG C, adding acetic anhydride at the same technical temperature within 1-3 hours, and heating to react under reflux for 1-8 hours to obtain a reaction solution, wherein the mol ratio of the ionic liquid solvent to the dimethylpropyl phosphate to the acetic anhydride is (10-15):(2.0-2.8):1; 2) after finishing refluxing, distilling the reaction solution at 80-140 DEG C under normal pressure to remove low-boiling-point substances; and 3) carrying out vacuum distillation on the distilled reaction solution at 235-260 DEG C to obtain the 1-propylphosphoric cyclic anhydride. The product prepared by the method is a colorless syrupy thick liquid; the yield is greater than or equal to 93%, and the content is 98-99.5%; and compared with the prior art, the yield and technique are greatly enhanced.

An optimized and scalable synthesis of propylphosphonic anhydride for general use

Abstract Propylphosphonic anhydride (T3P) is an effective coupling and dehydrating agent, which has been used for a large number of chemical transformations. An efficient and versatile synthetic method is described to synthesize propylphosphonic anhydride (T3P) in pure form, in an overall yield of 51% in four steps from commercially available diethyl phosphonate.

METHOD FOR THE PRODUCTION OF CYCLIC PHOSPHONIC ACID ANHYDRIDES

Disclosed is a method for producing cyclic phosphonic acid anhydrides of formula (III) by a) reacting phosphonic acid derivatives of formula (I) with acetic anhydride at a temperature ranging between 30 and 150 °C while separating a mixture of ethanoic acid and acetic anhydride by means of distillation, b) then reactively distilling the oligomeric phosphonic acid anhydrides of formula (II) obtained in step a) and transforming the same into the corresponding cyclic trimeric phosphonic acid anhydrides of formula (III), n representing a number between 0 and 300 while R represents allyl, aryl, or open-chain, cyclic, or branched C1 to C8 alkyl radicals, aryloxy, allyloxy, or alkoxy comprising open-chain, cyclic, or branched C1 to C8 alkyl radicals. Preferably, the cyclic trimeric phosphonic acid anhydrides formed in step b) are immediately dissolved in an organic solvent that exhibits an inert behavior relative thereto.