4-Guanidinobutyl 4-hydroxy-3,5-diMethoxybenzoate hydrochloride

Base Information

• Chemical Name: 4-Guanidinobutyl 4-hydroxy-3,5-diMethoxybenzoate hydrochloride
• CAS No.: 24735-18-0
• Molecular Formula: C14H22ClN3O5
• Molecular Weight: 347.799
• Hs Code.: 2925290090
• Mol file: 24735-18-0.mol

Synonyms:4-Guanidinobutyl 4-hydroxy-3,5-diMethoxybenzoate hydrochloride;4-Hydroxy-3,5-dimethoxybenzoic acid 4-[(aminoiminomethyl)amino]butyl ester monohydrochloride;Leonurin monohydrochloride

Chemical Property of 4-Guanidinobutyl 4-hydroxy-3,5-diMethoxybenzoate hydrochloride

Chemical Property:

• Melting Point: 194℃
• PSA: 126.89000
• LogP: 2.82240
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

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

LeonurineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Leonurine Hydrochloride is an alkaloid plant extract used in the treatment of uterine disorders. Used in the modification of uterine contractions in rats.

Technology Process of 4-Guanidinobutyl 4-hydroxy-3,5-diMethoxybenzoate hydrochloride

There total 6 articles about 4-Guanidinobutyl 4-hydroxy-3,5-diMethoxybenzoate hydrochloride 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: 47.2%

S-methylisothiourea hemisulphate (147895-43-0) + Leonuramin (18780-70-6) → 3,5-dimethoxy-4-hydroxybenzoic acid [4-guanidino]-1-butyl ester hydrochloride (24735-18-0)

Guidance literature:

In N,N-dimethyl-formamide; for 4h; Reflux;

DOI:10.1016/j.fitote.2021.105108

Reference yield:

3,5-dimethoxy-4-hydroxybenzoic acid (530-57-4) → 3,5-dimethoxy-4-hydroxybenzoic acid [4-guanidino]-1-butyl ester hydrochloride (24735-18-0)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium hydroxide / water / 0 °C

2: thionyl chloride / 0.5 h / Reflux

3: zinc(II) chloride / 0.5 h / 80 °C

4: N,N-dimethyl-formamide / 1.5 h / 100 °C

5: hydrazine hydrate; sodium acetate / ethanol / 3 h / Reflux

6: N,N-dimethyl-formamide / 4 h / Reflux

With thionyl chloride; sodium acetate; hydrazine hydrate; sodium hydroxide; zinc(II) chloride; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.fitote.2021.105108

Reference yield:

4-ethoxycarbonyl-oxy-3,5-dimethoxy-benzoic acid (4-chloro)butyl ester (24697-75-4) → 3,5-dimethoxy-4-hydroxybenzoic acid [4-guanidino]-1-butyl ester hydrochloride (24735-18-0)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide / 1.5 h / 100 °C

2: hydrazine hydrate; sodium acetate / ethanol / 3 h / Reflux

3: N,N-dimethyl-formamide / 4 h / Reflux

With sodium acetate; hydrazine hydrate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.fitote.2021.105108

upstream raw materials:

S-methylisothiourea hemisulphate

Leonuramin

Eudesmic acid

3,5-dimethoxy-4-hydroxybenzoic acid

Refernces