193140-43-1

Basic information

• Product Name: Glycine, N-(1-iminopentyl)- (9CI)
• Synonyms: Glycine, N-(1-iminopentyl)- (9CI);N-(1-Iminopentyl)-Glycine
• CAS NO: 193140-43-1
• Molecular Formula: C₇H₁₄N₂O₂
• Molecular Weight: 158.19826
• Product Categories: GLYCINESCAFFOLD
• Mol File: 193140-43-1.mol

Chemical Properties

• Boiling Point: 268.4±42.0 °C(Predicted)
• Appearance: /
• Density: 1.12±0.1 g/cm3(Predicted)
• PKA: 3.48±0.10(Predicted)
• CAS DataBase Reference: Glycine, N-(1-iminopentyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Glycine, N-(1-iminopentyl)- (9CI)(193140-43-1)
• EPA Substance Registry System: Glycine, N-(1-iminopentyl)- (9CI)(193140-43-1)

Safety Data

• Hazardous Substances Data: 193140-43-1(Hazardous Substances Data)

Usage

Uses

N-(1-Iminopentyl)glycine is used as a reactant in the preparation of (butyl)chloroimidazolecarboxaldehyde (losartan intermediate).

Upstream product

• 39739-46-3 methyl pentanimidate hydrochloride 
• 56-40-6 glycine 
• 110-59-8 pentanonitrile 
• 57246-71-6 methyl pentanimidate 

Downstream Products

• 83857-96-9 2-n-butyl-5-Chloroimidazole-4-Carbaldehyde 
• 114798-26-4 lorsartan 
• 124750-67-0 2-n-Butyl-4-chloro-1-[(2'-cyanobiphenyl-4-yl)methyl]imidazole-5-carboxaldehyde 
• 114772-55-3 2-n-Butyl-4-chloro-1-[(2'-cyanobiphenyl-4-yl)-methyl]-5-(hydroxymethyl)imidazole 
• 83857-96-9 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde 

Relevant articles and documents

A rapid and efficient synthesis of 2-butyl-5-chloro-3H-imidazole-4- carboxaldehyde

A rapid, efficient, cost effective procedure has been developed for the synthesis of 2-butyl-5-chloro-3H-imidazole-4-carboxaldehyde. Preparation of methyl pentanimidate was accomplished in just 12 hours, followed by a sequence of reactions without isolation and purification of the formed intermediates. The final compound was purified by simple acid-base treatment to get a product with 99.9% HPLC purity.

Production process of imidazole aldehyde

The invention provides a production process of imidazole aldehyde. Imiline is prepared by using valeronitrile and methanol as raw materials, glycine and methanol are added to prepare imidic acid, anda further reaction is conducted with phosphorus oxychloride and DMF to obtain the imidazole aldehyde. By controlling reaction conditions and the feed ratio of the raw materials, the formation of by-products is reduced, and the yield is improved. A decoking and decolorization reaction and an activated carbon decolorization reaction are adopted, the solubility change of the imidazole aldehyde underdifferent pH conditions is used for purifying a product, and finally, the imidazole aldehyde with a purity of more than 99.2% is obtained by recrystallization.

An efficient and green synthetic route to losartan

A practical, efficient and green process for the preparation of losartan, an antihypertensive drug, has been developed with an overall yield of 58.6%. The key step is the synthesis of the two key intermediates 2-butyl-4-chloro-3H-imidazole-5-carbaldehyde (BCFI) and 2-cyano-4'-methyl biphenyl (OTBN). BCFI was synthesised from valeronitrile and acetyl chloride by three steps with an overall yield of 69%; OTBN was obtained in 86% yield by the coupling of o-chlorobenzonitrile with p-methylphenylmagnesium chloride in tetrahydrofuran in the presence of manganese chloride and chlorotrimethylsilane. The above route was successfully operated in at a pilot-plant operation.

PREPARATION AND UTILITY OF SUBSTITUTED PHENYLTETRAZOLES

Disclosed herein are substituted phenyltetrazoles of Formula I, processes of preparation thereof, pharmaceutical compositions thereof, and the methods of their use thereof.

Novel Syntheses of 2-Butyl-5-chloro-3H-imidazole-4-carbaldehyde: A Key Intermediate for the Synthesis of the Angiotensin II Antagonist Losartan

Reaction of glycine methyl ester (19) with imidate 18 under carefully optimized conditions allowed preparation of the rather unstable imidazolinone 11 in ca. 90% yield. Reaction of 11 with POCl3/ DMF followed by aqueous workup gave aldehyde 2, a key intermediate for the synthesis of the angiotensin II antagonist Losartan, in ca. 55% yield. Structural identification of intermediates and byproducts formed during both the reaction to prepare 11 and the reaction of 11 with POCl3/DMF allowed development of several closely related syntheses of aldehyde 2.

Process for the production of 2-substituted 5-chloroimidazole-4-carbaldehydes

A process for the preparation of 2-substituted 5-chloroimidazole-4-carbaldehydes of the general formula: STR1 in which glycine is reacted with an imido ester of the general formula: STR2 and the resultant intermediate is converted into the product by a Vilsmeier reagent. The 2-substituted 5-chloroimidazole-4-carbaldehydes are valuable intermediates for the preparation of pharmaceuticals or herbicidally active compounds.