4-Hydrazino-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine

Base Information

• Chemical Name: 4-Hydrazino-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine
• CAS No.: 40106-45-4
• Molecular Formula: C10H12N4S
• Molecular Weight: 220.298
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80352655
• Wikidata: Q82129912
• ChEMBL ID: CHEMBL1093231
• Mol file: 40106-45-4.mol

Synonyms:40106-45-4;4-hydrazino-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine;4-Hydrazinyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine;5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylhydrazine;MFCD00454415;4-Hydrazino-5,6,7,8-tetrahydro-[1]benzothieno[2,3-d]pyrimidine;4-hydrazinyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine;Cambridge id 5113412;Oprea1_343969;Oprea1_407859;CBDivE_004232;CHEMBL1093231;SCHEMBL12375203;DTXSID80352655;BDBM150752;[1]Benzothieno[2,3-d]pyrimidine, 4-hydrazino-5,6,7,8-tetrahydro-;BBL028600;STK394314;AKOS000116763;VS-08861;BB 0219040;FT-0767435;EN300-03835;F71775;AB00073942-01;Z56846728;F0722-0803;4-Hydrazino-5,6,7,8-tetrahydro[1]benzothieno [2,3-d]pyrimidine;5,6,7,8-tetrahydrobenzothiopheno[2,3-d]pyrimidin-4-ylhydrazine;4-hydrazino-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine (A);3-hydrazinyl-8-thia-4,6-diazatricyclo[7.4.0.0,2,7]trideca-1(9),2,4,6-tetraene;3-HYDRAZINYL-8-THIA-4,6-DIAZATRICYCLO[7.4.0.0(2),?]TRIDECA-1(9),2(7),3,5-TETRAENE

Chemical Property of 4-Hydrazino-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine

Chemical Property:

• Vapor Pressure: 3.37E-09mmHg at 25°C
• Melting Point: 202-203 °C(Solv: 1,4-dioxane (123-91-1))
• Refractive Index: 1.776
• Boiling Point: 475.3 °C at 760 mmHg
• PKA: 3.01±0.20(Predicted)
• Flash Point: 241.2 °C
• PSA: 92.07000
• Density: 1.44 g/cm³
• LogP: 2.62900
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 220.07826757
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

98%min ^*data from raw suppliers

4-Hydrazinyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC2=C(C1)C3=C(N=CN=C3S2)NN

Technology Process of 4-Hydrazino-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine

There total 6 articles about 4-Hydrazino-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine 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: 95.0%

4-chloro-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine (40493-18-3) → 4-hydrazino-5,6-tetramethylenothieno<2,3-d>pyrimidine (40106-45-4)

Guidance literature:

With hydrazine hydrate; In ethanol; at 20 ℃; for 12h;

DOI:10.1016/j.bioorg.2019.102944

Reference yield:

5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one (14346-24-8) → 4-hydrazino-5,6-tetramethylenothieno<2,3-d>pyrimidine (40106-45-4)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃

2: N₂H₄*H₂O / ethanol

With hydrazine hydrate; trichlorophosphate; In ethanol;

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 4-hydrazino-5,6-tetramethylenothieno<2,3-d>pyrimidine (40106-45-4)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfur; diethylamine / ethanol / 16 h / 20 °C

2: 4 h / Reflux

3: trichlorophosphate / 3 h / Reflux

4: hydrazine hydrate / water; methanol / 4 h / Reflux

With sulfur; hydrazine hydrate; diethylamine; trichlorophosphate; In methanol; ethanol; water;

DOI:10.1039/c4mb00389f

upstream raw materials:

4-chloro-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine

5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one

cyclohexanone

ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

Downstream raw materials:

4-methoxy-benzaldehyde (5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-yl)hydrazone

3-phenyl-1,2,4-triazolo<3,4-c>pyrimido<4,5-b>tetrahydrobenzothiophene

Refernces

• 1、 Alkahtani, Manal Mubarak,Altwaijry, Najla,Attallah, Nashwah G. M.,Elmongy, Elshaymaa I.,Henidi, Hanan Ali. "Design and synthesis of new thiophene/ thieno[2,3-d]pyrimidines along with their cytotoxic biological evaluation as tyrosine kinase inhibitors in addition to their apoptotic and autophagic induction". . . Retrieved 2021/12/31.
• 2、 Elmetwally, Souad A.,Saied, Khaled F.,Eissa, Ibrahim H.,Elkaeed, Eslam B.. "Design, synthesis and anticancer evaluation of thieno[2,3-d]pyrimidine derivatives as dual EGFR/HER2 inhibitors and apoptosis inducers". . . Retrieved 2019/05/06.