6-Fluoro-4-chromanone hydantoin

Base Information

• Chemical Name: 6-Fluoro-4-chromanone hydantoin
• CAS No.: 69684-83-9
• Molecular Formula: C11H9 F N2 O3
• Molecular Weight: 236.202
• Hs Code.: 2933210090
• European Community (EC) Number: 670-938-9
• DSSTox Substance ID: DTXSID40860862
• Nikkaji Number: J2.268.983E
• Wikidata: Q107908843
• ChEMBL ID: CHEMBL268961
• Mol file: 69684-83-9.mol

Synonyms:6-Fluoro-4-chromanone hydantoin;69684-83-9;6-Fluoro-4-chromanonehydantoin;6-fluorochroman-4-one hydantoin;6-fluorospiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione;6-fluoro-2,3-dihydrospiro[1-benzopyran-4,4'-imidazolidine]-2',5'-dione;MLS003171137;NSC355082;CHEMBL268961;SCHEMBL2108408;DTXSID40860862;LXANPKRCLVQAOG-UHFFFAOYSA-N;MFCD01569247;AKOS000280385;AKOS023600463;FS-1063;SMR001875045;6-fluoro-4-chromanone hydantoin, AldrichCPR;FT-0641251;6-fluorospiro[chromane-4,5'-imidazolidine]-2',4'-dione;(RS)-6-fluoro-spiro-[chroman-4,4'-imidazolidine]-2',5'-dione;2,3-Dihydro-6-fluorospiro[4H-1-benzopyran-4,4'-imidazolidine]-2',5'-dione;Spiro[4H-1-benzopyran-4,4'-imidazolidine]-2',5'-dione, 6-fluoro-2,3-dihydro-

Chemical Property of 6-Fluoro-4-chromanone hydantoin

Chemical Property:

• Melting Point: >240°C
• PSA: 67.43000
• LogP: 1.30050
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 236.05972032
• Heavy Atom Count: 17
• Complexity: 376

Purity/Quality:

99% ^*data from raw suppliers

6-Fluoro-4-chromanone hydantoin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-37-38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C(C13C(=O)NC(=O)N3)C=C(C=C2)F

Technology Process of 6-Fluoro-4-chromanone hydantoin

There total 31 articles about 6-Fluoro-4-chromanone hydantoin 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: 61.0%

sodium isocyanate (917-61-3) + methyl (4S)-amino-2,3-dihydro-6-fluoro-4H-1-benzopyran-4-carboxylate (103197-16-6) → sorbinil (67146-05-8,69684-83-9,69881-27-2,113387-54-5,68367-52-2)

Guidance literature:

In acetic acid; 1.) RT, 24 h; 2.) 90 deg C, 3 h;

DOI:10.1021/jo00392a017

Reference yield: 50.0%

(S)-2,3-dihydro-6-fluoro-3'-<(S)-1-phenylethyl>spiro<4H-1-benzopyran-4,4'-imidazolidine>-2',5'-dione (79791-48-3) → sorbinil (67146-05-8,69684-83-9,69881-27-2,113387-54-5,68367-52-2)

Guidance literature:

With hydrogen bromide; acetic acid; In water; at 120 - 130 ℃; for 2h;

DOI:10.1021/jo00142a016

Reference yield:

(S)-methyl 4-amino-6-fluorochroman-4-carboxylate (103197-13-3) → sorbinil (67146-05-8,69684-83-9,69881-27-2,113387-54-5,68367-52-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 36 percent / α-chymotrypsin / H2O; aq. HCl; NaCl / 60 h / 20 °C

2: 61 percent / acetic acid / 1.) RT, 24 h; 2.) 90 deg C, 3 h

With α-chymotrypsin; In hydrogenchloride; water; acetic acid; sodium chloride;

DOI:10.1021/jo00392a017

upstream raw materials:

potassium cyanide

6-fluoro-4-chromanone

4-Fluorophenol

3-(4-fluoro-phenoxy)propionic acid

Downstream raw materials:

6-fluoro-4-chromanone

6-fluoro-4-iminochlorochromane

sorbinil

6-fluoro-1'-[3-(4-phenylpiperidino)propyl]spiro[chroman-4,4'-imidazolidine]-2',5'-dione