3-Chloro-4-morpholino-1,2,5-thiadiazole

Base Information

• Chemical Name: 3-Chloro-4-morpholino-1,2,5-thiadiazole
• CAS No.: 30165-96-9
• Molecular Formula: C6H8ClN3OS
• Molecular Weight: 205.668
• Hs Code.: 2934990002
• European Community (EC) Number: 250-077-1
• UNII: M15N21L9HT
• DSSTox Substance ID: DTXSID50184248
• Nikkaji Number: J249.937A
• Wikidata: Q27283334
• Mol file: 30165-96-9.mol

Synonyms:3-Chloro-4-morpholino-1,2,5-thiadiazole;30165-96-9;4-(4-Chloro-1,2,5-thiadiazol-3-yl)morpholine;4-Chloro-3-morpholino-1,2,5-thiadiazole;C6H8ClN3OS;Morpholine, 4-(4-chloro-1,2,5-thiadiazol-3-yl)-;UNII-M15N21L9HT;M15N21L9HT;EINECS 250-077-1;MFCD00274160;AI3-62392;3-Chloro-4-morpholin-4-yl-1,2,5-thiadiazole;4-(4-Chloro-[1,2,5]thiadiazol-3-yl)-morpholine;Timolol impurity F;3-Morpholino-4-chloro-1,2,5-thiadiazole;TimTec1_001315;3-CHLORO-4-MORPHOLINE-1,2,5-THIADIAZOLE;C6-H8-Cl-N3-O-S;SCHEMBL2207978;LAUCCQWGVCJGFT-UHFFFAOYSA-;DTXSID50184248;HMS1537L17;STK299984;AKOS000266398;1,2,5-Thiadiazole, morpholine deriv.;AC-8487;NCGC00174560-01;SY051078;TS-02943;2-Naphthalenesulfonicacid, 6-(phenylamino)-;BB 0242859;C2189;CS-0155189;EU-0052261;FT-0638908;EN300-75117;TIMOLOL MALEATE IMPURITY F [EP IMPURITY];A820231;SR-01000526365;4-(4-chloranyl-1,2,5-thiadiazol-3-yl)morpholine;4-(4-Chloro-1,2,5-thiadiazol-3-yl)morpholine #;SR-01000526365-1;W-106954;3-Chloro-4-morpholin-4-yl-1,2,5-thiadiazole, 98%;BRD-K04184944-001-01-0;Q27283334;Z285751714

Chemical Property of 3-Chloro-4-morpholino-1,2,5-thiadiazole

Chemical Property:

• Vapor Pressure: 0.000711mmHg at 25°C
• Melting Point: 44-47 °C(lit.)
• Refractive Index: 1.591
• Boiling Point: 307.8 °C at 760 mmHg
• PKA: -0.18±0.10(Predicted)
• Flash Point: 139.9 °C
• PSA: 66.49000
• Density: 1.462 g/cm³
• LogP: 1.09310
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 205.0076608
• Heavy Atom Count: 12
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

3-Chloro-4-morpholino-1,2,5-thiadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=NSN=C2Cl
• Uses: An intermediate for the synthesis of Timolol 3-Chloro-4-morpholino-1,2,5-thiadiazole (Timolol EP Impurity F; Timolol BP Impurity F; Timolol USP Related Compound F) is an intermediate for the synthesis of Timolol.

Technology Process of 3-Chloro-4-morpholino-1,2,5-thiadiazole

There total 3 articles about 3-Chloro-4-morpholino-1,2,5-thiadiazole 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%

morpholine (110-91-8,99108-56-2) + 3,4-dichloro-1,2,5-thiadiazole (5728-20-1) → 3-Morpholino-4-chloro-1,2,5-thiadiazole (30165-96-9)

Guidance literature:

DOI:10.1055/s-2004-822395

Reference yield: 32.0%

morpholineglyoxime (171852-92-9) → 3-Morpholino-4-chloro-1,2,5-thiadiazole (30165-96-9)

Guidance literature:

With pyridine; disulfur dichloride; In acetonitrile; at -30 - 82 ℃; for 24h;

DOI:10.1007/s11172-016-1635-1

Reference yield:

→ 3-Morpholino-4-chloro-1,2,5-thiadiazole (30165-96-9)

Guidance literature:

3,4-Dichlor-1,2,5-thiadiazol,Morpholin;

upstream raw materials:

morpholine

3,4-dichloro-1,2,5-thiadiazole

morpholineglyoxime

Downstream raw materials:

4-{4-[(2S)-oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl}morpholine

3-chloro-1,2-benzisothiazole

3-(morpholin-4-yl)-1,2-benzoisothiazole

4-{4-[(2R)-oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl}morpholine

Refernces

• 1、 Kryshenko,Knyazeva,Konstantinova,Rakitin. "Synthesis of 4-substituted 3-chloro-1,2,5-thiadiazoles from monosubstituted glyoximes". . p. 2678 - 2681. Retrieved 2017/05/19.
• 2、 Kong, Xu-Dong,Ma, Qian,Zhou, Jiahai,Zeng, Bu-Bing,Xu, Jian-He. "A smart library of epoxide hydrolase variants and the top hits for synthesis of (S)-β-blocker precursors". supporting information. p. 6641 - 6644. Retrieved 2014/07/08.