Tetrantoin

Base Information

• Chemical Name: Tetrantoin
• CAS No.: 52094-70-9
• Molecular Formula: C12H12 N2 O2
• Molecular Weight: 216.239
• Hs Code.: 2934999090
• European Community (EC) Number: 257-658-9
• NSC Number: 150464,35590
• UNII: 3NM8B9838N
• DSSTox Substance ID: DTXSID10872033
• Nikkaji Number: J14.410J
• Wikidata: Q27257772
• NCI Thesaurus Code: C72859
• ChEMBL ID: CHEMBL93029
• Mol file: 52094-70-9.mol

Synonyms:Tetrantoin;Spirodon;52094-70-9;7,6-Benzo-1,3-diazaspiro(4,5)decane-2,4-dione;Tetraline-(2-spiro-5)-hydantoin;EINECS 257-658-9;NSC 150464;NSC-150464;3',4'-dihydro-1'H-spiro[imidazolidine-4,2'-naphthalene]-2,5-dione;3',4'-Dihydrospiro(imidazolidine-4,2'(1'H)-naphthalene)-2,5-dione;BRN 0015092;UNII-3NM8B9838N;3NM8B9838N;C12H12N2O2;S.2-676;7,8-Benzo-1,3-diazaspiro(4.5)decane-2,4-dione;Spiro(imidazolidine-4,2'(1'H)-naphthalene)-2,5-dione, 3',4'-dihydro-;7,8-Benzo-1,3-diazaspiro[4.5]decane-2,4-dione;Spiro[imidazolidine-4,2'(1'H)-naphthalene]-2,5-dione, 3',4'-dihydro-;NSC35590;TETRANTOIN [MI];spiro[2,4-dihydro-1H-naphthalene-3,5'-imidazolidine]-2',4'-dione;(+/-)-TETRANTOIN;SCHEMBL79518;CHEMBL93029;MI-9;DTXSID10872033;Benzo[g]quinazoline-2,3H)-dione;CCA09470;NSC-35590;NSC150464;AKOS002528439;AKOS017268933;7,3-diazaspiro[4.5]decane-2,4-dione;LS-146136;EN300-04605;Spiro[imidazolidine-4,5-dione, 3',4'-dihydro-;S-2-676;SR-01000037981;SR-01000037981-1;Q27257772;Z56870765;7,8-BENZO-1,3-DIAZASPIRO(4,5)-DECANE-2,4-DIONE;dihydrospiro(imidazolidine-4,2'(1'h)-naphthalene)-2,5-dione;6270-37-7

Chemical Property of Tetrantoin

Chemical Property:

• Melting Point: 267-268°
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 58.20000
• Density: 1.34g/cm³
• LogP: 1.41110
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 216.089877630
• Heavy Atom Count: 16
• Complexity: 342

Purity/Quality:

99% ^*data from raw suppliers

TETRANTOIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2(CC3=CC=CC=C31)C(=O)NC(=O)N2

Technology Process of Tetrantoin

There total 9 articles about Tetrantoin 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: 98.0%

sodium cyanide (773837-37-9) + ammonium carbonate (506-87-6,6721-33-1,10361-29-2) + 1,2,3,4-tetrahydronaphthalen-2-one (530-93-8) → 7,8-benzo-1,3-diazasprio[4.5]decane-2,4-dione (52094-70-9)

Guidance literature:

In ethanol; water; at 80 ℃; for 48h;

Reference yield: 97.0%

potassium cyanide (151-50-8) + ammonium carbonate (506-87-6,6721-33-1,10361-29-2) + 1,2,3,4-tetrahydronaphthalen-2-one (530-93-8) → 7,8-benzo-1,3-diazasprio[4.5]decane-2,4-dione (52094-70-9)

Guidance literature:

In ethanol; water; at 55 - 60 ℃;

DOI:10.1021/jo060616s

Reference yield: 96.0%

potassium cyanide + ammonium carbonate (506-87-6,6721-33-1,10361-29-2) + 1,2,3,4-tetrahydronaphthalen-2-one (530-93-8) → 7,8-benzo-1,3-diazasprio[4.5]decane-2,4-dione (52094-70-9)

Guidance literature:

In water; ethyl acetate; N,N-dimethyl-formamide; at 120 ℃; for 0.533333h; under 15001.5 Torr; Flow reactor;

DOI:10.1055/s-0035-1560317

upstream raw materials:

potassium cyanide

1,2,3,4-tetrahydronaphthalen-2-one

ammonium carbonate

sodium cyanide

Downstream raw materials:

1-methyl-3',4'-dihydro-1'H-spiro[imidazolidine-4,2'-naphthalene]-2,5-dione

3-benzylspiro(imidazolidine-5,2'-tetraline)-2,4-dione

C₂₃H₂₅ClN₄O₂

C₂₄H₂₅F₃N₄O₂

Refernces

• 1、 Monteiro, Julia L.,Pieber, Bartholom?us,Corrêa, Arlene G.,Kappe, C. Oliver. "Continuous Synthesis of Hydantoins: Intensifying the Bucherer-Bergs Reaction". supporting information. p. 83 - 87. Retrieved 2015/12/26.
• 2、 Li, Xiang-Guo,Rantapaju, Maria,Kanerva, Liisa T.. "Candida antarctica Lipase B in a chemoenzymatic route to cyclic α-quaternary α-amino acid enantiomers". experimental part. p. 1755 - 1762. Retrieved 2011/05/06.