Sarcosine anhydride

Base Information

• Chemical Name: Sarcosine anhydride
• CAS No.: 5076-82-4
• Molecular Formula: C6H10N2O2
• Molecular Weight: 142.158
• Hs Code.: 2933 59 95
• European Community (EC) Number: 225-788-5
• NSC Number: 67461
• DSSTox Substance ID: DTXSID20198796
• Nikkaji Number: J203.281C
• Wikidata: Q83071624
• Mol file: 5076-82-4.mol

Synonyms:Sarcosine anhydride;5076-82-4;1,4-Dimethylpiperazine-2,5-dione;Sarcosine diketopiperazine;1,4-Dimethyl-2,5-dioxopiperazine;N,N'-Dimethyldiketopiperazine;Cyclo (sar-sar);2,5-Piperazinedione, 1,4-dimethyl-;NSC 67461;Sarcosine anhydride, bimol. cyclic;EINECS 225-788-5;Sarkosinanhydrid;1,5-dioxopiperazine;Cyclo(sarcosylsarcosyl);2, 1,4-dimethyl-;1,4-DIMETHYL-2,5-DIKETOPIPERAZINE;Sarcosine anhydride, 99%;DICHLOROPHENSODIUMSALT;NCIOpen2_000200;SCHEMBL124340;DTXSID20198796;1,4-Dimethyl-2,5-piperazinedione;NSC67461;1,4-Dimethyl-piperazine-2,5-dione;MFCD00006519;NSC-67461;AKOS005207090;FT-0629503;AC-907/25014144;2,5-Piperazinedione, 1,4-dimethyl- (8CI)(9CI)

Chemical Property of Sarcosine anhydride

Chemical Property:

• Appearance/Colour: white to off-white crystalline needles
• Vapor Pressure: 5.2E-05mmHg at 25°C
• Melting Point: 144-147 °C(lit.)
• Refractive Index: 1.491
• Boiling Point: 347.9 °C at 760 mmHg
• PKA: -0.91±0.20(Predicted)
• Flash Point: 177.4 °C
• PSA: 40.62000
• Density: 1.169g/cm3
• LogP: -1.20740
• Storage Temp.: Store below +30°C.
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 142.074227566
• Heavy Atom Count: 10
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

1,4-Dimethylpiperazine-2,5-dione for synthesis. CAS 5076-82-4, molar mass 142.15 g/mol., for synthesis ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CC(=O)N(CC1=O)C

Technology Process of Sarcosine anhydride

There total 32 articles about Sarcosine anhydride 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: 97.0%

sarcosine (107-97-1,25951-24-0) → sarcosine anhydride (5076-82-4)

Guidance literature:

With methyl dichlorophosphite; triethylamine; 1-methyl-3-methylimidazol-3-ium dimethyl phosphate; In toluene; at 145 ℃; for 1h; Microwave irradiation;

DOI:10.1002/ejoc.200800605

Reference yield: 43.0%

3-Methyl-2,2-bis(trifluormethyl)-1,3-oxazolidin-5-on (6458-45-3) → sarcosine anhydride (5076-82-4)

Guidance literature:

With methanol; r.t., 24 h, then reflux, 1 h;

DOI:10.1007/BF00814141

Reference yield: 28.0%

Glycine anhydride (106-57-0) + dimethyl sulfate (77-78-1) → sarcosine anhydride (5076-82-4)

Guidance literature:

Glycine anhydride; With sodium hydride; In N,N-dimethyl-formamide; Inert atmosphere; Cooling with ice; Large scale;

dimethyl sulfate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h; Inert atmosphere; Large scale;

upstream raw materials:

Glycine anhydride

methyl iodide

sarcosine

Sarcosine ethyl ester

Downstream raw materials:

N,N'-dimethylpiperazine

1,4-Dimethylpiperazin-2,5-dithion

N-methyl-N-(N-methyl-glycyl)-glycine

N,N'-dimethyloxamide

Refernces

• 1、 Dale,Titlestad. "-". . p. 656. Retrieved 1969.
• 2、 Brocks, Jochen J.,Welle, Frank M.,Beckhaus, Hans-Dieter,Ruechardt, Christoph. "Are α-centered peptide radicals stabilized by a capto-dative effect?". . p. 7721 - 7724. Retrieved 1997.
• 3、 -. "EPIDITHIODIKETOPIPERAZINE COMPOUNDS, COMPOSITIONS, AND METHODS". Paragraph 0200. . Retrieved 2015/07/07.