30077-85-1

Basic information

• Product Name: 3-dimethylamino-2-(3,4,5-trimethoxy-benzyl)propenenitrile
• Synonyms: 3-dimethylamino-2-(3,4,5-trimethoxy-benzyl)propenenitrile
• CAS NO: 30077-85-1
• Molecular Weight: 276.335
• Mol File: 30077-85-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-dimethylamino-2-(3,4,5-trimethoxy-benzyl)propenenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-dimethylamino-2-(3,4,5-trimethoxy-benzyl)propenenitrile(30077-85-1)
• EPA Substance Registry System: 3-dimethylamino-2-(3,4,5-trimethoxy-benzyl)propenenitrile(30077-85-1)

Safety Data

• Hazardous Substances Data: 30077-85-1(Hazardous Substances Data)

Upstream product

• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 1738-25-6 3-dimethylaminopropiononitrile 

Downstream Products

• 30078-48-9 3-anilino-2-(3,4,5-trimethoxybenzyl)propenenitrile 

Relevant articles and documents

Practical preparation of trimethoprim: A classical antibacterial agent

An efficient, simple, and mild preparation of the classical antibacterial agent trimethoprim (1) was achieved in 85% overall yield from 3,4,5-trimethoxybenzaldehyde (2). First, the addition of propenenitrile (3) with dimethylamine almost quantitatively afforded 3-dimethylaminopropanenitrile (7). Then, by condensation of 7 with 2 as well as the continuous replacement of 3-dimethylamino group with aniline in situ, the key intermediate 3-anilino-2-(3,4,5-trimethoxybenzyl)propenenitrile (9) was obtained in an excellent yield of 91% with a one-pot procedure. Finally, the cyclization of 9 with guanidine nitrate furnished 1 in yields as good as 95% in the presence of the excessive sodium methoxide. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications1 to view the free supplemental file. Copyright Taylor & Francis Group, LLC.