3,4-Diaminothiophene Dihydrochloride

Base Information

• Chemical Name: 3,4-Diaminothiophene Dihydrochloride
• CAS No.: 90069-81-1
• Molecular Formula: C4H6N2S.2ClH
• Molecular Weight: 187.093
• Hs Code.: 29349990
• European Community (EC) Number: 695-510-9
• DSSTox Substance ID: DTXSID80507542
• Mol file: 90069-81-1.mol

Synonyms:90069-81-1;3,4-Diaminothiophene Dihydrochloride;thiophene-3,4-diamine dihydrochloride;3,4-DIAMINOTHIOPHENE 2HCL;MFCD00671511;thiophene-3,4-diamine;dihydrochloride;3,4-Diaminothiophene dihydrochloride, 97%;3,4-Diaminothiophene, dihydrochloride;3,4-Thiophenediamine, dihydrochloride;Thiophene-3,4-diamine diHCl;SCHEMBL1064010;DTXSID80507542;RAMOMCXNLLLICQ-UHFFFAOYSA-N;AMY10942;BCP33198;thiophene-3,4-diaminedihydrochloride;AKOS015845619;AC-6951;CS-W015990;BP-10014;BS-17794;SY043192;D2378;FT-0603712;EN300-303722;Thiophene-3,4-diamine--hydrogen chloride (1/2)

Chemical Property of 3,4-Diaminothiophene Dihydrochloride

Chemical Property:

• Appearance/Colour: grey or brown crystalline powder
• Melting Point: >150°C
• Boiling Point: 385.5 °C at 760 mmHg
• Flash Point: 186.9 °C
• PSA: 80.28000
• LogP: 3.67890
• Storage Temp.: 0-6°C
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 185.9785248
• Heavy Atom Count: 9
• Complexity: 58.7

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

3,4-Diaminothiophene Dihydrochloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,T
• Statements: 20/21/22-39-43-41-25
• Safety Statements: 24/25-45-37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CS1)N)N.Cl.Cl
• Uses: 3,4-Diaminothiophene dihydrochloride can be used in the synthesis of thieno[3,4-b]pyrazine for thermoelectric applications. It can also be used in the synthesis of acenaphtho[1,2-b]thieno[3,4-e]pyrazine based acceptor molecules for the fabrication of organic transistors.

Technology Process of 3,4-Diaminothiophene Dihydrochloride

There total 2 articles about 3,4-Diaminothiophene Dihydrochloride 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: 90.0%

2,5-dibromo-3,4-dinitrothiophene (52431-30-8) → thiophene-3,4-diamine dihydrochloride (90069-81-1)

Guidance literature:

With hydrogenchloride; tin; In water; at 0 ℃;

Reference yield:

3,4-dinitrothiophene (19985-45-6) → thiophene-3,4-diamine dihydrochloride (90069-81-1)

Guidance literature:

With hydrogenchloride; tin;

DOI:10.1055/s-1987-28195

Reference yield: 85.0%

1,2-bis-(4-methoxycarbonylphenyl)-ethane-1,2-dione (66553-02-4) + thiophene-3,4-diamine dihydrochloride (90069-81-1) → dimethyl 4,4′-(thieno[3,4-b]pyrazine-2,3-diyl)-dibenzoate

Guidance literature:

With triethylamine; In ethanol; dichloromethane; at 50 ℃;

DOI:10.1021/acs.joc.5b01958

upstream raw materials:

3,4-dinitrothiophene

2,5-dibromo-3,4-dinitrothiophene

Downstream raw materials:

3-aminothieno[3,2-b]pyridine-6-carbonitrile

N-(4-Aminothiophen-3-yl)-4-[(3,4-dimethoxyphenylamino)-methyl]-benzamide

thiophene-3,4-diamine

Zn(C₄H₂S)(ONCHC₆H₃C₂(C₆H₄C₁₂H₂₅O))2

Refernces

• 1、 Lee, Junghun,Jung, Hoyong,Kim, Minjung,Lee, Eunkyu,Im, Daseul,Aman, Waqar,Hah, Jung-Mi. "Discovery of novel 4-aryl-thieno[1,4]diazepin-2-one derivatives targeting multiple protein kinases as anticancer agents". . p. 1628 - 1637. Retrieved 2018/02/21.
• 2、 McNamara, Louis E.,Liyanage, Nalaka,Peddapuram, Adithya,Murphy, J. Scott,Delcamp, Jared H.,Hammer, Nathan I.. "Donor-Acceptor-Donor Thienopyrazines via Pd-Catalyzed C-H Activation as NIR Fluorescent Materials". . p. 32 - 42. Retrieved 2016/01/15.