2-(1-HYDROXYLAMINOETHYL)-BENZOTHIOPHENE

Base Information

• Chemical Name: 2-(1-HYDROXYLAMINOETHYL)-BENZOTHIOPHENE
• CAS No.: 118564-89-9
• Molecular Formula: C10H11NOS
• Molecular Weight: 193.269
• Mol file: 118564-89-9.mol

Synonyms:AKOS 91248;;N-(1-BENZO[B]THIOPHEN-2-YL-ETHYL)-HYDROXYLAMINE;

Chemical Property of 2-(1-HYDROXYLAMINOETHYL)-BENZOTHIOPHENE

Chemical Property:

• Boiling Point: 366.8±44.0 °C(Predicted)
• PKA: 13.08±0.50(Predicted)
• PSA: 60.50000
• Density: 1.263±0.06 g/cm3(Predicted)
• LogP: 3.33200

Purity/Quality:

98%min ^*data from raw suppliers

N-?(1-?Benzo[b]?thiophen-?2-?yl-?ethyl)?-?hydroxylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-?(1-?Benzo[b]?thiophen-?2-?yl-?ethyl)?-?hydroxylamine is a reagent used in the preparation of Zileuton, an anti-asthmatic drug.

Technology Process of 2-(1-HYDROXYLAMINOETHYL)-BENZOTHIOPHENE

There total 6 articles about 2-(1-HYDROXYLAMINOETHYL)-BENZOTHIOPHENE 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: 66.0%

1-[N-(tert-butoxycarbonyl)-N-(hydroxy)amino]-1-(benzothien-2-yl)ethane (1013036-71-9) → 1-(N-hydroxyamino)-1-(benzothien-2-yl)ethane (118564-89-9)

Guidance literature:

With methanol; acetyl chloride; at 0 ℃; for 2h;

DOI:10.1021/jo7025838

Reference yield:

2-acetylbenzothiophene oxime (147396-07-4) → 1-(N-hydroxyamino)-1-(benzothien-2-yl)ethane (118564-89-9)

Guidance literature:

With hydrogenchloride; borane pyridine; Multistep reaction; 1.) EtOH, 10 min, 2.) EtOH, RT, 1 h;

DOI:10.1021/jm9700474

Reference yield:

2-[1-(hydroxyimino)ethyl]-benzo[b]thiophene (118564-88-8) → 1-(N-hydroxyamino)-1-(benzothien-2-yl)ethane (118564-89-9)

Guidance literature:

With hydrogenchloride; borane pyridine; In ethanol; at 0 - 25 ℃; for 3h;

upstream raw materials:

C₇H₁₃NO₂

Benzo[b]thiophene

2-acetyl benzo[b]thiophene

2-acetylbenzothiophene oxime

Downstream raw materials:

zileuton

Refernces

• 1、 -. "IMPROVED PROCESS FOR THE PREPARATION OF (±)-1-(1-BENZO[B]THIEN-2-YLETHYL)-1-HYDROXYUREA". . . Retrieved 2011/04/24.
• 2、 Guinchard, Xavier,Denis, Jean-Noel. "Reactions of in situ generated N-Boc nitrones with aromatic and heteroaromatic Grignard reagents: Application to the synthesis of zileuton". . p. 2028 - 2031. Retrieved 2008/09/19.