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CSIR Technology Portal

 Technology Profile

Title:

Improved synthetic process for the synthesis of 2-(4-chlorophenyl)-2-hydroxy-N-(3-methoxy-4-(prop-2-yn-1-yloxy)phenethyl)acetamide, a key intermediate for the synthesis of Mandipropamid.

 

Value Proposition:

Fungicide Mandipropamid is the class of mandelic acid amides and a fungicide from the family of CAA fungicides (carboxamides). Mandipropamid is an inhibitor of cellulose synthase and is effective against downy mildew and Phytophthora infestans. Mandipropamid is a very effective active Ingredient: the EC 80 against Phythophthora infestans is 0.1 mg−1, that against Plasmopara viticola is 1.2 mg −1.

Summary Application:

●None of the toxic Cyanide sources like HCN, KCN and the expensive Pd or Bromine sources were employed in this synthetic process.

● The amide coupling was achieved using a relatively easily accessible coupling reagent at room temperature to deliver an intermediate for mandipropamid.

●In our quest to enhance the efficiency and practicality of this reaction, we've uncovered avaluable process; this newly devised process offers a straightforward and achievable alternative, boasting advantages such as low cost, high yield, and suitability for large-scale industrial production.

Advantages:
  • The process provides a mild, short (Four-step), hazardous, reagent-free strategy for synthesizing the key intermediate from Vanillin for Mandipropamid.
  • Competing technology is not available at present, and Pharma and the fine chemical industry can employ this cost-effective IICB- process for tilorone, an antiviral drug.
Tech. Readiness Level:
CSIR-Indian Institute of Chemical Biology
CSIR-Indian Institute of Chemical Biology[CSIR-IICB]
:  director[at]iicb[dot]res[dot]in
:91-33-24730492
:https://iicb.res.in/
Industrial Applications: Diagnostics [Medical Devices and Diagnostics] New Techniques [Building Materials, Construction Technologies, Furniture etc.]
Patent Application(s):

IN202311081168