2,6-Dimethyl[1,3]thiazolo[5,4-f][1,3]benzothiazole

Base Information

• Chemical Name: 2,6-Dimethyl[1,3]thiazolo[5,4-f][1,3]benzothiazole
• CAS No.: 13399-12-7
• Molecular Formula: C10H8 N2 S2
• Molecular Weight: 220.31
• Hs Code.: 2934100090
• European Community (EC) Number: 801-580-5
• ChEMBL ID: CHEMBL1427531
• Nikkaji Number: J2.824.824E
• Mol file: 13399-12-7.mol

Synonyms:13399-12-7;2,6-Dimethylbenzo[1,2-d:4,5-d']bis(thiazole);2,6-dimethyl-[1,3]thiazolo[5,4-f][1,3]benzothiazole;Benzo[1,2-d:4,5-d]bisthiazole, 2,6-dimethyl- (6CI,7CI,8CI,9CI);Benzo[1,2-d:4,5-d']bisthiazole, 2,6-dimethyl-;2,6-Dimethyl[1,3]thiazolo[5,4-f][1,3]benzothiazole;MLS000718993;SCHEMBL4384430;CHEMBL1427531;HMS2724J13;CCG-25541;MFCD07161751;AKOS000636392;SS-2286;5,11-dimethyl-4,10-dithia-6,12- diazatricyclo[7.3.0.0^{3,7}]dodeca-1,3(7),5,8,11- pentaene;SMR000291261;CS-0444855;2,6-Dimethylbenzo[1,2-d:4,5-d']bis[1,3]thiazole;5,11-Dimethyl-4,10-dithia-6,12- diazatricyclo[7.3.0.0 {3,7}]dodeca-1,3(7),5,8,11- pentaene;5,11-Dimethyl-4,10-dithia-6,12-diazatricyclo-[7.3.0.0^{3,7}]dodeca-1,3(7),5,8,11-pentaene;5,11-dimethyl-4,10-dithia-6,12-diazatricyclo[7.3.0.0?,?]dodeca-1,3(7),5,8,11-pentaene

Chemical Property of 2,6-Dimethyl[1,3]thiazolo[5,4-f][1,3]benzothiazole

Chemical Property:

• Melting Point: 100 °C
• Boiling Point: 368.1±15.0 °C(Predicted)
• PKA: -0.34±0.50(Predicted)
• PSA: 82.26000
• Density: 1.415±0.06 g/cm3(Predicted)
• LogP: 3.52280
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 220.01289061
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

5,11-Dimethyl-4,10-dithia-6,12-diazatricyclo[7.3.0.0^{3,7}]dodeca-1,3(7),5,8,11-pentaene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC3=C(C=C2S1)N=C(S3)C

Technology Process of 2,6-Dimethyl[1,3]thiazolo[5,4-f][1,3]benzothiazole

There total 11 articles about 2,6-Dimethyl[1,3]thiazolo[5,4-f][1,3]benzothiazole 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: 77.0%

Triethyl orthoacetate (78-39-7) + 2,5-diaminobenzene-1,4-dithiol bis(hydrochloride) (75464-52-7) → 2,6-dimethylbenzo[1,2-d:4,5-d']bisthiazole (13399-12-7)

Guidance literature:

With pyridine; yttrium(III) trifluoromethanesulfonate; In N,N-dimethyl acetamide; at 55 ℃; for 1h;

DOI:10.1021/jo9023864

Reference yield: 53.0%

acetic anhydride (108-24-7) + 2,5-diaminobenzene-1,4-dithiol bis(hydrochloride) (75464-52-7) → 2,6-dimethylbenzo[1,2-d:4,5-d']bisthiazole (13399-12-7)

Guidance literature:

With triethylamine; In 1,4-dioxane; for 3h; Inert atmosphere; Reflux;

DOI:10.1021/ol503137p

Reference yield:

[(4-isothiocyanato-phenyl)-thiocarbamoyl]-malonic acid diethyl ester (10386-10-4) → 2,6-dimethylbenzo[1,2-d:4,5-d']bisthiazole (13399-12-7)

Guidance literature:

Multi-step reaction with 4 steps

1: Br₂ / acetic acid

2: aq. HCl

4: K₃

With hydrogenchloride; bromine; potassium hexacyanoferrate(III); In acetic acid;

upstream raw materials:

N-(2-methyl-1,3-benzothiazol-6-yl)thioacetamide

N,N'-p-phenylene-bis-thioacetamide

2,5-bis-sulfosulfanyl-benzene-1,4-diamine

acetic anhydride

Downstream raw materials:

C₃₀H₂₄N₃S₂⁽¹⁺⁾*I^(1-)

C₂₃H₂₅N₄S₂⁽¹⁺⁾*I^(1-)

C₂₂H₂₄N₃O₂S₂⁽¹⁺⁾*I^(1-)

C₂₄H₂₈N₃O₂S₂⁽¹⁺⁾*I^(1-)