5-Bromo-2-(2-hydroxyethylaminoacetylamino)-2'-fluorobenzophenone

Base Information

• Chemical Name: 5-Bromo-2-(2-hydroxyethylaminoacetylamino)-2'-fluorobenzophenone
• CAS No.: 71980-88-6
• Molecular Formula: C₁₇H₁₆BrFN₂O₃
• Molecular Weight: 395.228
• DSSTox Substance ID: DTXSID40519828
• Nikkaji Number: J23.033B
• Wikidata: Q82383300
• Mol file: 71980-88-6.mol

Synonyms:71980-88-6;5-Bromo-2-(2-hydroxyethylaminoacetylamino)-2'-fluorobenzophenone;N-[4-bromo-2-(2-fluorobenzoyl)phenyl]-2-(2-hydroxyethylamino)acetamide;DTXSID40519828;2-(2-hydroxyethylamino)acetamido-5-bromo-2'-fluorobenzophenone;N-[4-Bromo-2-(2-fluorobenzoyl)phenyl]-N~2~-(2-hydroxyethyl)glycinamide

Chemical Property of 5-Bromo-2-(2-hydroxyethylaminoacetylamino)-2'-fluorobenzophenone

Chemical Property:

• PSA: 81.92000
• LogP: 3.38000
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 394.03283
• Heavy Atom Count: 24
• Complexity: 438

Purity/Quality:

N-[4-Bromo-2-(2-fluorobenzoyl)phenyl]-2-[(2-hydroxyethyl)amino]acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)C2=C(C=CC(=C2)Br)NC(=O)CNCCO)F
• Uses: N-[4-Bromo-2-(2-fluorobenzoyl)phenyl]-2-[(2-hydroxyethyl)amino]acetamide is an intermediate used in the synthesis of Haloxazolam (H104000), which is a sleep-inducing agent, related structurally to Oxazolam and Cloxazolam (C587475). It is a sedative, hypnotic and controlled substance (depressant).

Technology Process of 5-Bromo-2-(2-hydroxyethylaminoacetylamino)-2'-fluorobenzophenone

There total 3 articles about 5-Bromo-2-(2-hydroxyethylaminoacetylamino)-2'-fluorobenzophenone 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:

7-Bromo-5-(2-fluoro-phenyl)-4-(2-hydroxy-ethyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-4-ium (121179-88-2) → N-<4-bromo-2-(2-fluorobenzoyl)>phenyl-2-(2-hydroxyethyl)aminoacetamide (71980-88-6)

Guidance literature:

With hydrogenchloride; In 1,2-dimethoxyethane; water; at 22 ℃; Rate constant; half-life time; pH-dependence;

Reference yield:

10-bromo-11b-(o-fluorophenyl)-2,3,7,11b-tetrahydro-oxazolo<3,2-d><1,4>benzodiazepin-6(5H)-one (59128-97-1,88195-91-9,88195-92-0) → N-<4-bromo-2-(2-fluorobenzoyl)>phenyl-2-(2-hydroxyethyl)aminoacetamide (71980-88-6) + 7-Bromo-5-(2-fluoro-phenyl)-4-(2-hydroxy-ethyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-4-ium (121179-88-2)

Guidance literature:

With hydrogenchloride; In 1,2-dimethoxyethane; water; at 22 ℃; Rate constant; Mechanism;

Reference yield:

10-bromo-11b-(o-fluorophenyl)-2,3,7,11b-tetrahydro-oxazolo<3,2-d><1,4>benzodiazepin-6(5H)-one (59128-97-1,88195-91-9,88195-92-0) → N-<4-bromo-2-(2-fluorobenzoyl)>phenyl-2-(2-hydroxyethyl)aminoacetamide (71980-88-6)

Guidance literature:

With water; at 25 ℃; Thermodynamic data; Rate constant; pH and temperature dependence of hydrolysis rate;

DOI:10.1248/cpb.34.320

upstream raw materials:

10-bromo-11b-(o-fluorophenyl)-2,3,7,11b-tetrahydro-oxazolo<3,2-d><1,4>benzodiazepin-6(5H)-one

7-Bromo-5-(2-fluoro-phenyl)-4-(2-hydroxy-ethyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-4-ium

Downstream raw materials:

(+)-10-bromo-11b-(o-fluorophenyl)-2,3,7,11b-tetrahydro-oxazolo<3,2-d><1,4>benzodiazepin-6(5H)-one

10-bromo-11b-(o-fluorophenyl)-2,3,7,11b-tetrahydro-oxazolo<3,2-d><1,4>benzodiazepin-6(5H)-one

Refernces

• 1、 Kuwayama,Kurono,Muramatsu,Yashiro,Ikeda. "The behavior of 1,4-benzodiazepine drugs in acidic media. V. Kinetics of hydrolysis of flutazolam and haloxazolam in aqueous solution". . p. 320 - 326. Retrieved 2007/10/02.