3-(((2-GUANIDINO-4-THIAZOLYL)METHYL)THIO)PROPANIMIDC ACID METHYL ESTER

Base Information

• Chemical Name: 3-(((2-GUANIDINO-4-THIAZOLYL)METHYL)THIO)PROPANIMIDC ACID METHYL ESTER
• CAS No.: 76823-94-4
• Molecular Formula: C9H15 N5 O S2
• Molecular Weight: 273.383
• Hs Code.: 2934100090
• Mol file: 76823-94-4.mol

Synonyms:3-(((2-GUANIDINO-4-THIAZOLYL)METHYL)THIO)PROPANIMIDC ACID METHYL ESTER;3-(((2-((Aminoimi-nomethyl)amino)-4-thiazolyl)methyl)thio)propanimidic acid;3-(((2-Guanidino-4-thiazolyl)methyl)thio)propanimidic acid methyl ester;3-[[[2-[(aminoiminomethyl)amino]-4-thiazolyl]methyl]thio]-propanimidic aci

Chemical Property of 3-(((2-GUANIDINO-4-THIAZOLYL)METHYL)THIO)PROPANIMIDC ACID METHYL ESTER

Chemical Property:

• Vapor Pressure: 3.72E-07mmHg at 25°C
• Boiling Point: 416.8°C at 760 mmHg
• PKA: 8.53±0.70(Predicted)
• Flash Point: 205.9°C
• PSA: 161.41000
• Density: 1.49g/cm³
• LogP: 2.66820

Purity/Quality:

99% ^*data from raw suppliers

DediaminosulfonylHydroxymethylFamotidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Dediaminosulfonyl Hydroxymethyl Famotidine is an impurity of Famotidine (F102250), a histamine H2-receptor antagonist.

Technology Process of 3-(((2-GUANIDINO-4-THIAZOLYL)METHYL)THIO)PROPANIMIDC ACID METHYL ESTER

There total 8 articles about 3-(((2-GUANIDINO-4-THIAZOLYL)METHYL)THIO)PROPANIMIDC ACID METHYL ESTER 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: 81.8%

methanol (67-56-1) + N''-[4-[[(2-cyanoethyl)thio]methyl]-2-thiazolyl]-guanidine (76823-93-3) → methyl 3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>thio>propionimidate (76823-94-4)

Guidance literature:

With hydrogenchloride; In N,N-dimethyl-formamide; at 4 ℃; for 48h;

DOI:10.1021/jm00373a007

Reference yield:

3-(2-guanidinothiazol-4-yl-methylthio)-propionitrile → methyl 3-[(2-guanidinothiazol-4-yl)methylthio]propionimidate (76823-94-4)

Guidance literature:

With potassium carbonate; In methanol; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; chloroform; nitrogen;

Reference yield:

3-(2-aminothiazol-4-yl-methylthio)propionitrile (76823-89-7) → methyl 3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>thio>propionimidate (76823-94-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 87.3 percent / acetone / 5 h / Heating

2: 93.5 percent / aq. K₂CO₃ / acetone; methanol / 5 h / 50 °C

3: 89.9 percent / ethanol / 1 h / Heating

4: 51.45 percent / ammonia, NH₄Cl / methanol / 15 h / 80 - 90 °C

5: 81.8 percent / HCl / dimethylformamide / 48 h / 4 °C

With hydrogenchloride; ammonia; potassium carbonate; ammonium chloride; In methanol; ethanol; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm00373a007

upstream raw materials:

methanol

N''-[4-[[(2-cyanoethyl)thio]methyl]-2-thiazolyl]-guanidine

3-(2-aminothiazol-4-yl-methylthio)propionitrile

3-<<(2-thioureido-4-thiazolyl)methyl>thio>propionitrile

Downstream raw materials:

3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>thio>-N²-(phenylsulfonyl)propionamidrazone

3-[(2-guanidinothiazol-4-yl)methylthio]propionamidoxime

3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>sulfinyl>-N²-sulfamoylpropionamidine

<3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>thio>propionyl>sulfamide hydrochloride

Refernces

• 1、 -. "New-quanidino-thiazol compounds, their preparation, and use as intermediates of famotidine process". . . Retrieved 2008/06/13.
• 2、 Yanagisawa,Hirata,Ishii. "Histamine H2 receptor antagonists. 1. Synthesis of N-cyano and N-carbamoyl amidine derivatives and their biological activities.". . p. 849 - 857. Retrieved 2007/10/02.