1030613-07-0

Basic information

• Product Name: Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate
• Synonyms: Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate;5-Bromo-[1,3,4]thiadiazole-2-carboxylic acid ethyl ester
• CAS NO: 1030613-07-0
• Molecular Formula: C₅H₅BrN₂O₂S
• Molecular Weight: 237.0744
• Mol File: 1030613-07-0.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 305.6±25.0 °C(Predicted)
• Appearance: /
• Density: 1.743±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -4.01±0.10(Predicted)
• CAS DataBase Reference: Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate(1030613-07-0)
• EPA Substance Registry System: Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate(1030613-07-0)

Safety Data

• Hazardous Substances Data: 1030613-07-0(Hazardous Substances Data)

Usage

Uses

Ethyl 5-?Bromo-?1,?3,?4-?thiadiazole-?2-?carboxylate can be used as reactant/reagent in preparation of hydroxyalkyl thiadiazole derivatives as antibacterials.

Upstream product

• 540-80-7 tert.-butylnitrite 
• 64837-53-2 ethyl 5-amino-1,3,4-thiadiazole-2-carboxylate 

Downstream Products

• 933716-45-1 5-bromo-1,3,4-thiadiazole-2-carboxylic acid 
• 1339055-00-3 (5-bromo-1,3,4-thiadiazol-2-yl)methanol 

Relevant articles and documents

Development of a Scalable Route for a Key Thiadiazole Building Block via Sequential Sandmeyer Bromination and Room-Temperature Suzuki-Miyaura Coupling

To avoid the use and handling of Lawesson's reagent or other thiation agents in the in-house kilolab, a new scalable route to ethyl 5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-carboxylate (1) was developed. The key to success was the use of a commercially available amino-thiadiazole building block, which was converted into the desired product via a sequence of Sandmeyer bromination and Suzuki-Miyaura coupling. The different parameters of the Pd-catalyzed coupling have been studied in detail and allowed the reaction to be performed under mild conditions at room temperature and with low catalyst loading. The inconsistencies of the initial scale-up runs with regard to the sluggish conversion of the Suzuki-Miyaura coupling due to Cu contamination were addressed, and the findings were directly implemented in the subsequent batches, which finally led to an improved overall understanding and robustness of the process.

NITRONE COMPOUNDS AND USE THEREOF

The present invention relates to novel nitrone compounds of formula (I), wherein, A, A1, R1, R2, R3, R4 and n are as defined in the description. The present invention further relates to their preparation and use to protect crops against undesired phytopathogenic microorganisms, phytopathogenic fungi and pests such as nematodes.

AMIDINE SUBSTITUTED BETA - LACTAM COMPOUNDS, THEIR PREPARATION AND USE AS ANTIBACTERIAL AGENTS

The present invention relates to novel β-lactam compounds of formula (I), their preparation and use. In particular, this invention relates to novel β-lactam compounds which are amidine substituted monobactam derivatives useful as antimicrobial agents and their preparation.