5-Amino-1,3-dihydrobenzo[c]thiophene 2,2-dioxide

Base Information

• Chemical Name: 5-Amino-1,3-dihydrobenzo[c]thiophene 2,2-dioxide
• CAS No.: 70654-85-2
• Molecular Formula: C8H9NO2S
• Molecular Weight: 183.231
• European Community (EC) Number: 690-650-7
• DSSTox Substance ID: DTXSID70384905
• Wikidata: Q72435941
• Mol file: 70654-85-2.mol

Synonyms:70654-85-2;2,2-dioxo-1,3-dihydrobenzo[c]thiophene-5yl amine;5-amino-1,3-dihydrobenzo[c]thiophene 2,2-dioxide;2,2-dioxo-1,3-dihydro-2-benzothiophen-5-amine;2,2-DIOXO-1,3-DIHYDROBENZO[C]THIOPHENE-5-YLAMINE;2,2-Dioxo-1,3-dihydrobenzo[c]thiophene-5ylamine;5-Amino-1,3-dihydrobenzo[c]thiophene2,2-dioxide;5-amino-1,3-dihydro-2lambda6-benzothiophene-2,2-dione;SCHEMBL265690;5-amino-1,3-dihydro-2|E6-benzothiophene-2,2-dione;AMY2034;DTXSID70384905;HFUIQDXPKOCDLV-UHFFFAOYSA-N;MFCD00178261;AKOS006282753;CS-0243872;FT-0641307;EN300-269375;1,3-dihydro-2-benzothiophen-5-amine 2,2-dioxide;(2,2-dioxido-1,3-dihydro-2-benzothien-5-yl)amine;1,3-dihydro-5-amino-isobenzothiophene-2,2-dioxide;2,2-dioxo-1,3-dihydrobenzo[c]thiophene-5-yl amine;J-516649;5-Amino-1,3-dihydro-2H-2-benzothiophene-2,2-dione;Z1198151701;2,2-dioxo-1,3-dihydrobenzo[c]thiophene-5yl amine, AldrichCPR;5-amino-2,3-dihydro-1H-2lambda(6)-benzo[c]thiophene-2,2-dione

Chemical Property of 5-Amino-1,3-dihydrobenzo[c]thiophene 2,2-dioxide

Chemical Property:

• Vapor Pressure: 1.69E-09mmHg at 25°C
• Melting Point: 186 °C
• Refractive Index: 1.648
• Boiling Point: 483.4°C at 760 mmHg
• PKA: 3.48±0.20(Predicted)
• Flash Point: 246.1°C
• PSA: 68.54000
• Density: 1.438g/cm³
• LogP: 2.35920
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 183.03539970
• Heavy Atom Count: 12
• Complexity: 267

Purity/Quality:

98%min ^*data from raw suppliers

5-amino-1,3-dihydro-2lambda6-benzothiophene-2,2-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(CS1(=O)=O)C=C(C=C2)N

Technology Process of 5-Amino-1,3-dihydrobenzo[c]thiophene 2,2-dioxide

There total 7 articles about 5-Amino-1,3-dihydrobenzo[c]thiophene 2,2-dioxide 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: 81.4%

5-nitro-1,3-dihydrobenzo[c]thiophene 2,2-dioxide (174751-95-2) → 5-amino-1,3-dihydrobenzo[c]thiophene 2,2-dioxide (70654-85-2)

Guidance literature:

With hydrogenchloride; tin; In ethanol; for 8h; Heating;

DOI:10.1007/s11172-005-0269-5

Reference yield:

1,3-Dihydrobenzothiophen (2471-92-3) → 5-amino-1,3-dihydrobenzo[c]thiophene 2,2-dioxide (70654-85-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 89.5 percent / acetic acid; H₂O₂ / 4 h / 20 - 95 °C

2: 81.2 percent / nitric acid; acetic acid; Ac₂O / 5 h / 10 °C

3: 81.4 percent / tin; hydrochloric acid / ethanol / 8 h / Heating

With hydrogenchloride; tin; dihydrogen peroxide; nitric acid; acetic anhydride; acetic acid; In ethanol;

DOI:10.1007/s11172-005-0269-5

Reference yield:

1,3-dihydrobenzo[c]thiophene-2,2-dioxide (2471-91-2) → 5-amino-1,3-dihydrobenzo[c]thiophene 2,2-dioxide (70654-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 81.2 percent / nitric acid; acetic acid; Ac₂O / 5 h / 10 °C

2: 81.4 percent / tin; hydrochloric acid / ethanol / 8 h / Heating

With hydrogenchloride; tin; nitric acid; acetic anhydride; acetic acid; In ethanol;

DOI:10.1007/s11172-005-0269-5

upstream raw materials:

5-nitro-1,3-dihydrobenzo[c]thiophene 2,2-dioxide

1,3-Dihydrobenzothiophen

1,3-dihydrobenzo[c]thiophene-2,2-dioxide

α,α'-dibromo-o-xylene

Downstream raw materials:

N-(2,2-dioxido-1,3-dihydro-2-benzothien-5-yl)-4-{2-(ethylamino)-4-[3-methyl-5-(methyloxy)phenyl]-1,3-thiazol-5-yl}-2-pyrimidinamine

Refernces

• 1、 -. "THIENODIAZEPINE DERIVATIVES AND APPLICATION THEREOF". Paragraph 0151; 0159-0160. . Retrieved 2020/08/09.
• 2、 Malwal, Satish R.,Chakrapani, Harinath. "Benzosulfones as photochemically activated sulfur dioxide (SO2) donors". . p. 2399 - 2406. Retrieved 2015/03/04.