O,O-Diethyl phosphoramidothioate

Base Information

• Chemical Name: O,O-Diethyl phosphoramidothioate
• CAS No.: 17321-48-1
• Molecular Formula: C4H12 N O2 P S
• Molecular Weight: 169.185
• Hs Code.: 2931900090
• European Community (EC) Number: 241-343-8
• NSC Number: 133031
• UNII: HT5Y1R4WRW
• DSSTox Substance ID: DTXSID50169550
• Nikkaji Number: J82.607C
• Wikidata: Q83039267
• Mol file: 17321-48-1.mol

Synonyms:O,O-Diethyl thiophosphoramidate;O,O-Diethyl phosphoramidothioate;17321-48-1;[amino(ethoxy)phosphinothioyl]oxyethane;Phosphoramidothioic acid, O,O-diethyl ester;EINECS 241-343-8;HT5Y1R4WRW;NSC-133031;(AMINO(ETHOXY)PHOSPHINOTHIOYL)OXYETHANE;UNII-HT5Y1R4WRW;SCHEMBL2962797;DTXSID50169550;O,O-Diethyl amidothiophosphate #;NSC133031;Amidothiophosphoric acid diethyl ester;NSC 133031;Phosphoramidothioic acid,O-diethyl ester

Chemical Property of O,O-Diethyl phosphoramidothioate

Chemical Property:

• Vapor Pressure: 0.258mmHg at 25°C
• Boiling Point: 204.9°C at 760 mmHg
• Flash Point: 77.7°C
• PSA: 86.38000
• Density: 1.183g/cm³
• LogP: 2.59350
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 169.03263680
• Heavy Atom Count: 9
• Complexity: 109

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=S)(N)OCC

Technology Process of O,O-Diethyl phosphoramidothioate

There total 12 articles about O,O-Diethyl phosphoramidothioate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 12.0%

ethyl isobutyrimidate hydrochloride (52070-18-5) + diethyl phosphorochloridothioate (2524-04-1) → O,O-diethyl phosphoramidothioate (17321-48-1) + O,O-Diethyl 1-ethoxy-2-methylpropylideneamidothiophosphate (135630-14-7)

Guidance literature:

With triethylamine; In chloroform; at 40 - 45 ℃; for 5h;

Reference yield:

O,O-Diethyl 1-ethoxy-2-methylpropylideneamidothiophosphate (135630-14-7) → O,O-diethyl phosphoramidothioate (17321-48-1) + ISOPROPYLAMIDE (563-83-7) + Ethyl isobutyrate (97-62-1)

Guidance literature:

In 1,4-dioxane; at 55 - 85 ℃; hydrolysis;

Reference yield:

5-hydroxy-3-methyl-1-phenyl-imidazolidine-2,4-dione (32533-76-9) + O,O-diethyl phosphorisocyanatidothioate (13620-62-7) → O,O-diethyl phosphoramidothioate (17321-48-1)

Guidance literature:

With triethylamine; In acetone; at 25 ℃; for 7h;

upstream raw materials:

diethyl phosphorochloridothioate

sodium ethanolate

ethyl isobutyrimidate hydrochloride

methanol

Downstream raw materials:

N-(Diethoxy-phosphinothioyl)-phthalsaeure-monoamid

O,S-Diaethyl-phosphoramidothiolat

O-Ethyl-S-methyl-phosphoramido-thiolat

[(3-Bromo-phenyl)-(diethoxy-thiophosphorylamino)-methyl]-phosphonic acid diphenyl ester

Refernces

• 1、 Prokof'eva, A. F.,Sapozhnikova, Zh. Z.,Pokrovskaya, L. A.,Volkova, V. N.,Negrebetskii, V. V.,et al.. "PHOSPHORUS-CONTAINING s-TRIAZINYL-HYDRAZINES AND -(THIO)SEMICARBAZIDES: SYNTHESIS AND PROPERTIES". . p. 1939 - 1945. Retrieved 2007/10/02.
• 2、 Fedgenhaeuer,Moll. "Reactions of N'-cyano-N-phenylformamidine and carbodiimide with phosphorodithioic acid O,O-diethyl ester". . p. 141 - 142. Retrieved 2007/10/02.