3-Bromo-4-chlorobenzhydrazide

Base Information

• Chemical Name: 3-Bromo-4-chlorobenzhydrazide
• CAS No.: 148993-18-4
• Molecular Formula: C7H6BrClN2O
• Molecular Weight: 249.494
• Hs Code.: 2928000090
• European Community (EC) Number: 673-537-7
• DSSTox Substance ID: DTXSID10370781
• Wikidata: Q82157944
• Mol file: 148993-18-4.mol

Synonyms:3-Bromo-4-chlorobenzhydrazide;3-bromo-4-chlorobenzohydrazide;148993-18-4;Benzoic acid, 3-bromo-4-chloro-, hydrazide;2-bromo-1-chlorobenzene-4-carbohydrazide;SCHEMBL6154331;DTXSID10370781;MPLUVSFWRCWHFP-UHFFFAOYSA-N;YFA99318;MFCD00270094;3-bromanyl-4-chloranyl-benzohydrazide;AKOS015834239;SB86616;Benzoic acid,3-bromo-4-chloro-,hydrazide;CS-0359766;FT-0682063;A808831

Chemical Property of 3-Bromo-4-chlorobenzhydrazide

Chemical Property:

• Melting Point: 165 °C
• Refractive Index: 1.626
• PSA: 55.12000
• Density: 1.719 g/cm³
• LogP: 2.79720
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 247.93520
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromo-4-chlorobenzohydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)NN)Br)Cl
• Uses: 3-Bromo-4-chlorobenzohydrazide is a useful reactant for preparation of novel N’-(1-phenylethylidene)benzohydrazides as potent, specific and reversible LSD 1 inhibitors.

Technology Process of 3-Bromo-4-chlorobenzhydrazide

There total 2 articles about 3-Bromo-4-chlorobenzhydrazide 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: 87.0%

methyl 3-bromo-4-chlorobenzoate (107947-17-1) → 3-bromo-4-chloro-benzohydrazide (148993-18-4)

Guidance literature:

With hydrazine hydrate; In methanol; at 20 ℃; Reflux;

Reference yield:

3-bromo-4-chlorobenzoic acid (42860-10-6) → 3-bromo-4-chloro-benzohydrazide (148993-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 70 °C

2: hydrazine / methanol / 12 h / 70 °C

With sulfuric acid; hydrazine; In methanol;

Reference yield: 85.0%

3-bromo-4-chloro-benzohydrazide (148993-18-4) + (1RS,3RS)-2,2-di-chloro-3-(3,5-dichlorophenyl)cyclopropanecarboxylic acid → 3-bromo-4-chloro-N'-[(1RS,3RS)-2,2-dichloro-3-(3,5-dichlorophenyl)cyclopropanecarbonyl]benzohydrazide

Guidance literature:

With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; at 20 - 25 ℃;

upstream raw materials:

methyl 3-bromo-4-chlorobenzoate

3-bromo-4-chlorobenzoic acid

Downstream raw materials:

(E)-3-bromo-4-chloro-N'-(1-(5-chloro-2-hydroxyphenyl)ethylidene)benzohydrazide

Refernces

• 1、 Sorna, Venkataswamy,Theisen, Emily R.,Stephens, Bret,Warner, Steven L.,Bearss, David J.,Vankayalapati, Hariprasad,Sharma, Sunil. "High-throughput virtual screening identifies novel N ′-(1- phenylethylidene)-benzohydrazides as potent, specific, and reversible LSD1 inhibitors". supporting information. p. 9496 - 9508. Retrieved 2014/01/06.