5-(4-Isopropylphenyl)-1,3,4-thiadiazol-2-amine

Base Information

• Chemical Name: 5-(4-Isopropylphenyl)-1,3,4-thiadiazol-2-amine
• CAS No.: 100987-89-1
• Molecular Formula: C11H13 N3 S
• Molecular Weight: 219.31
• Hs Code.: 2934999090
• European Community (EC) Number: 872-875-4
• DSSTox Substance ID: DTXSID00358174
• Wikidata: Q82138540
• ChEMBL ID: CHEMBL1542793
• Mol file: 100987-89-1.mol

Synonyms:5-(4-isopropylphenyl)-1,3,4-thiadiazol-2-amine;100987-89-1;5-(4-propan-2-ylphenyl)-1,3,4-thiadiazol-2-amine;5-[4-(propan-2-yl)phenyl]-1,3,4-thiadiazol-2-amine;CBMicro_010096;Cambridge id 6089995;Oprea1_728717;MLS000686559;CHEMBL1542793;SCHEMBL10022384;DTXSID00358174;1,3,4-Thiadiazol-2-amine, 5-[4-(1-methylethyl)phenyl]-;HMS1780L22;HMS2530C18;SMSF0013760;MFCD02032690;AKOS000225579;CB13012;DS-15007;SMR000268201;BIM-0010068.P001;CS-0160761;EN300-12632;C71054;A910948;SR-01000227276;SR-01000227276-1;Z85923448

Chemical Property of 5-(4-Isopropylphenyl)-1,3,4-thiadiazol-2-amine

Chemical Property:

• Vapor Pressure: 1.2E-05mmHg at 25°C
• Boiling Point: 369.3°Cat760mmHg
• Flash Point: 177.1°C
• PSA: 80.77000
• Density: 1.198g/cm³
• LogP: 2.84080
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 219.08301860
• Heavy Atom Count: 15
• Complexity: 202

Purity/Quality:

98%min ^*data from raw suppliers

5-(4-Isopropylphenyl)-1,3,4-thiadiazol-2-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC=C(C=C1)C2=NN=C(S2)N

Technology Process of 5-(4-Isopropylphenyl)-1,3,4-thiadiazol-2-amine

There total 3 articles about 5-(4-Isopropylphenyl)-1,3,4-thiadiazol-2-amine 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: 55.6%

p-Cyanocumen (13816-33-6) + thiosemicarbazide (79-19-6) → 5-[4-(Propan-2yl)phenyl]-1,3,4-thiadiazol-2-amine (100987-89-1)

Guidance literature:

With trifluoroacetic acid; at 60 - 80 ℃; for 6h;

DOI:10.1248/cpb.40.357

Reference yield:

1-(4-(iso-propyl)benzylidene)thiosemicarbazide (3811-20-9) → 5-[4-(Propan-2yl)phenyl]-1,3,4-thiadiazol-2-amine (100987-89-1)

Guidance literature:

With iodosylbenzene; dihydrogen peroxide; acetic acid; In dimethyl sulfoxide; at 60 ℃; for 4h; Green chemistry;

DOI:10.1007/s10562-018-2541-y

Reference yield:

(4-isopropylbenzaldehyde) (122-03-2) → 5-[4-(Propan-2yl)phenyl]-1,3,4-thiadiazol-2-amine (100987-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium acetate / water; ethanol / 0.25 h / 20 °C

2: acetic acid; iodosylbenzene; dihydrogen peroxide / dimethyl sulfoxide / 4 h / 60 °C / Green chemistry

With iodosylbenzene; dihydrogen peroxide; sodium acetate; acetic acid; In ethanol; water; dimethyl sulfoxide;

DOI:10.1007/s10562-018-2541-y

upstream raw materials:

p-Cyanocumen

thiosemicarbazide

(4-isopropylbenzaldehyde)

1-(4-(iso-propyl)benzylidene)thiosemicarbazide

Downstream raw materials:

7-Amino-2-(4-isopropyl-phenyl)-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

7-Hydroxy-2-(4-isopropyl-phenyl)-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

7-Chloro-2-(4-isopropyl-phenyl)-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

6-(4-Isopropyl-phenyl)-3H-[1,3,4]thiadiazolo[3,2-a][1,2,3]triazolo[4,5-d]pyrimidin-9-one

Refernces

• 1、 Suzuki,Miwa,Aibara,Kanno,Takamori,Tsubokawa,Ryokawa,Tsukada,Isoda. "Synthesis and antiallergy activity of [1,3,4]thiadiazolo[3,2-a]-1,2,3-triazolo[4,5-d]pyrimidin-9(3H)-one derivatives. I". . p. 357 - 363. Retrieved 2007/10/02.