5873-90-5

Basic information

• Product Name: METHYL BENZIMIDATE HYDROCHLORIDE
• Synonyms: METHYL BENZENECARBOXIMIDATE HYDROCHLORIDE;METHYL BENZIMIDATE HYDROCHLORIDE;BENZIMIDIC ACID METHYL ESTER HYDROCHLORIDE;LABOTEST-BB LTBB000519;Methylbenzimidate;Benzinidic acid methyl ester hydrochloride;benzimidoic acid methyl ester;Methyl Benzimidate Hydrochloride [for Protein modification]
• CAS NO: 5873-90-5
• Molecular Formula: C₈H₉NO*ClH
• Molecular Weight: 171.62
• EINECS: 227-537-5
• Mol File: 5873-90-5.mol
• Article Data: 14

Chemical Properties

• Melting Point: 105-107 °C (dec.)(lit.)
• Boiling Point: 171.1°Cat760mmHg
• Flash Point: 57.3°C
• Appearance: White/Crystalline Powder
• Density: g/cm³
• Vapor Pressure: 1.89mmHg at 25°C
• Storage Temp.: Refrigerator
• Water Solubility: almost transparency
• CAS DataBase Reference: METHYL BENZIMIDATE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL BENZIMIDATE HYDROCHLORIDE(5873-90-5)
• EPA Substance Registry System: METHYL BENZIMIDATE HYDROCHLORIDE(5873-90-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 5873-90-5(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

Methyl benzimidate hydrochloride was used:in the synthesis of chiral phenyldihydroimidazole derivativeas imidating reagent to modify Lys residues of cyclic Lys-Gly-Asp peptide to afford acetimidate analogsin the synthesis of N-benzimidoyl-(1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine)

InChI:InChI=1/C8H9NO.ClH/c1-10-8(9)7-5-3-2-4-6-7;/h2-6,9H,1H3;1H/b9-8-;

Upstream product

• 67-56-1 methanol 
• 100-47-0 benzonitrile 
• 110-89-4 piperidine 
• 124255-72-7 1-[1-Methoxy-1-phenyl-meth-(Z)-ylidene]-3-p-tolyl-urea 
• 124255-71-6 1-(4-Chloro-phenyl)-3-[1-methoxy-1-phenyl-meth-(Z)-ylidene]-urea 
• 78488-67-2 methyl N-(phenyldichloroseleno)benzimidate 
• 536-74-3 phenylacetylene 
• 54858-85-4 N-chloro-benzimidic acid methyl ester 

Downstream Products

• 67682-74-0 3-ethyl-2-phenyl-3H-benzo[1,3]azarsole 
• 75793-16-7 (4Z)-4-[(2H-1,3-benzodioxol-5-yl)methylidene]-2-phenyl-4,5-dihydro-1H-imidazol-5-one 
• 110519-70-5 3-Butyl-2-phenyl-4,5-dihydro-3H-[1,3]azaphosphole 
• 95642-87-8 Benzoic Acid 1-Benzylidene-2-methylhydrazidoimine 
• 110519-72-7 3-Benzyl-2-phenyl-4,5-dihydro-3H-[1,3]azaphosphole 
• 124255-71-6 1-(4-Chloro-phenyl)-3-[1-methoxy-1-phenyl-meth-(Z)-ylidene]-urea 
• 18511-00-7 4-benzylidene-2-phenylimidazol-5(4H)-one 
• 217175-20-7 (4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid ethyl ester 
• 308276-57-5 N-(2,2-dimethoxyethyl)benzamidine 
• 24652-35-5 Aethylhydrazonat 

Relevant articles and documents

Synthesis and antibacterial activities of Yanglingmycin analogues

The synthesis of Yanglingmycin and its enantiomer, along with eighteen Yanglingmycin analogues is reported. The structures were confirmed mainly by analyses of NMR spectral data. Antibacterial activity assays showed that Yanglingmycin and some of its analogues exhibited significant antibacterial activities against two important agricultural pathogenic bacteria, Ralstonia solanacearum and Pseudomonas syringae pv. actinidiae, with minimum inhibitory concentration (MIC) values ranging from 3.91 to 15.62 μg/mL. The antibacterial activities exhibited by Yanglingmycin and its analogues are promising, suggesting potential in the development of compounds for novel bactericides.

A flexible Pinner preparation of orthoesters: The model case of trimethylorthobenzoate

In the absence of additional solvents, a novel procedure was implemented for the synthesis of trimethylorthoesters through the Pinner reaction. At 5 °C, the reaction of both aliphatic and aromatic nitriles (RCN; R = Et, Bu, Ph) with a moderate excess of MeOH and gaseous HCl gave the corresponding imidate hydrochlorides [RC(NH)OR′·HCl] in excellent yields (>90%). At 25-65 °C, the methanolysis of alkyl imidate salts provided trimethylortho-propionate and valerate, while only traces of trimethylorthobenzoate (TMOB) were observed. However, the aromatic hydrochloride could be readily converted into the hydrogenphosphate salt [PhC(NH) OR′·H3PO4] which, in turn, underwent a selective (>80%) reaction with MeOH to produce TMOB in a 62% isolated yield. This allowed for an unprecedented Pinner-type synthesis of TMOB starting from benzonitrile, rather than from the highly toxic trichloromethylbenzene. Overall, remarkable improvements in safety and process intensification were achieved.

FUNGICIDAL HETEROCYCLIC COMPOUNDS

A compound which can specifically or selectively expresses an antifungal activity with a broad spectrum, based on the functional mechanism of 1,6-β-glucan synthesis inhibition, is provided, and an antifungal agent which comprises such a compound, a salt thereof or a solvate thereof is provided. A compound represented by the following formula (I), a salt thereof or a solvate thereof.