3-Acetyl-2-(methylaminosulfonyl)thiophene

Base Information

• Chemical Name: 3-Acetyl-2-(methylaminosulfonyl)thiophene
• CAS No.: 138891-01-7
• Molecular Formula: C7H9NO3S2
• Molecular Weight: 219.28
• DSSTox Substance ID: DTXSID10442770
• Nikkaji Number: J534.005E
• Wikidata: Q82260247
• Mol file: 138891-01-7.mol

Synonyms:3-Acetyl-2-(methylaminosulfonyl)thiophene;138891-01-7;3-Acetyl-N-methylthiophene-2-sulfonamide;3-Acetyl-2-thiophene-N-methylsulfonamide;2-Thiophenesulfonamide, 3-acetyl-N-methyl-;SCHEMBL334875;DTXSID10442770;MFCD00191372;3-Acetyl-2-(methylminosulfonyl)thiophene;n-methyl-3-acetyl-2-thiophenesulfonamide;AS-65398;?3-Acetyl-2-(methylminosulfonyl)thiophene;CS-0445797;FT-0643301;T70248;A807454;J-007191

Chemical Property of 3-Acetyl-2-(methylaminosulfonyl)thiophene

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 105 °C
• Refractive Index: 1.551
• Boiling Point: 375.857°C at 760 mmHg
• Flash Point: 181.112°C
• PSA: 99.86000
• Density: 1.362g/cm³
• LogP: 2.33050
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 219.00238550
• Heavy Atom Count: 13
• Complexity: 293

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Acetyl-2-(methylaminosulfonyl)thiophene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(SC=C1)S(=O)(=O)NC

Technology Process of 3-Acetyl-2-(methylaminosulfonyl)thiophene

There total 5 articles about 3-Acetyl-2-(methylaminosulfonyl)thiophene 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:

3-(2,5,5-Trimethyl-[1,3]dioxan-2-yl)-thiophene-2-sulfonic acid methylamide (199724-40-8) → 3-acetyl-2-(methylaminosulfonyl)thiophene (138891-01-7)

Guidance literature:

With hydrogenchloride; In acetone; for 72h; Yield given; Ambient temperature;

DOI:10.1021/jo971550r

Reference yield:

1-(thiophen-3-yl)-ethanone (1468-83-3) → 3-acetyl-2-(methylaminosulfonyl)thiophene (138891-01-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 65 percent / H₂SO₄ / toluene / 2 h / Heating

2: 1.) BuLi, 2.) SO₂, 3.) Cl₂ / 1.) hexane, room temperature, 2 h, 2) -40 deg C to room temperature, overnight, 3.) H₂O, 15 min

3: tetrahydrofuran / -10 - 20 °C

4: HCl / acetone / 72 h / Ambient temperature

With hydrogenchloride; n-butyllithium; sulfuric acid; sulfur dioxide; chlorine; In tetrahydrofuran; acetone; toluene;

DOI:10.1021/jo971550r

Reference yield:

3-(2,5,5-Trimethyl-l,3-dioxane-2-yl)thiophene (138890-86-5) → 3-acetyl-2-(methylaminosulfonyl)thiophene (138891-01-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) BuLi, 2.) SO₂, 3.) Cl₂ / 1.) hexane, room temperature, 2 h, 2) -40 deg C to room temperature, overnight, 3.) H₂O, 15 min

2: tetrahydrofuran / -10 - 20 °C

3: HCl / acetone / 72 h / Ambient temperature

With hydrogenchloride; n-butyllithium; sulfur dioxide; chlorine; In tetrahydrofuran; acetone;

DOI:10.1021/jo971550r

upstream raw materials:

3-(2,5,5-Trimethyl-[1,3]dioxan-2-yl)-thiophene-2-sulfonic acid methylamide

1-(thiophen-3-yl)-ethanone

3-(2,5,5-Trimethyl-l,3-dioxane-2-yl)thiophene

3-(2,5,5-trimethyl-1,3-dioxan-2-yl)-2-thiophenesulfonyl chloride

Downstream raw materials:

Toluene-4-sulfonic acid (S)-2-methyl-1,1-dioxo-1,2,3,4-tetrahydro-1λ⁶-thieno[3,2-e][1,2]thiazin-4-yl ester

Refernces

• 1、 -. "Sulfonamides useful as carbonic anhydrase inhibitors". . . Retrieved 2008/06/13.