227954-90-7

Basic information

• Product Name: 5-Isobenzofurancarbonylchloride,1,3-dihydro-1-oxo-(9CI)
• Synonyms: 5-Isobenzofurancarbonylchloride,1,3-dihydro-1-oxo-(9CI)
• CAS NO: 227954-90-7
• Molecular Formula: C₉H₅ClO₃
• Molecular Weight: 196.589
• Product Categories: ACIDHALIDE
• Mol File: 227954-90-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-Isobenzofurancarbonylchloride,1,3-dihydro-1-oxo-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Isobenzofurancarbonylchloride,1,3-dihydro-1-oxo-(9CI)(227954-90-7)
• EPA Substance Registry System: 5-Isobenzofurancarbonylchloride,1,3-dihydro-1-oxo-(9CI)(227954-90-7)

Safety Data

• Hazardous Substances Data: 227954-90-7(Hazardous Substances Data)

Upstream product

• 4792-29-4 5-carboxyphtalide 
• 85118-25-8 1-oxo-1,3-dihydroisobenzofuran-5-carboxamide 
• 82104-74-3 1-oxo-1,3-dihydro-isobenzofuran-5-carbonitrile 
• 65399-05-5 5-amino-3H-isobenzofuran-1-one 

Downstream Products

• 23405-32-5 methyl 1-oxo-1,3-dihydro-5-isobenzofurancarboxylate 
• 23405-31-4 5-ethoxycarbonylphthalide 
• 333333-34-9 1-oxo-1,3-dihydroisobenzofuran-5-carbaldehyde 
• 82104-74-3 1-oxo-1,3-dihydro-isobenzofuran-5-carbonitrile 
• 87-41-2 2-benzofuran-1(3H)-one 

Relevant articles and documents

Process for the preparation of 5-cyanophthalide starting from 5-carboxyphthalide

A new process is clescribed for obtaining 5-cyanophthalide, which is an intermediate used for the synthesis of citalopram and its active enantiomer S(+) citalopram, both of which are known active ingredients commonly used for treating depression. The process starts from 5-carboxyphthalide which is converted into the corresponding acylochloride. The latter is reacted with hydroxylamine to give the corresponding hydroxamyl phthalide which is subsequently subjected to a dehydration reaction to give 5-cyanophthalide.

Process for the preparation of 5-Formylphthalide

There is described a process for the preparation of 5-formylphthalide by hydrogenation of a halide of 5-carboxyphthalide, dissolved in a dipolar aprotic solvent, in the presence of a catalyst.Furthermore, the use of 5-formylphthalide in the preparation of citalopram is described.

Method for the preparation of citalopram

The present invention relates to a method for the preparation of citalopram or any of its enantiomers and acid addition salts thereof comprising treatment of a compound of formula (IV), wherein X is O or S; R1-R2are each independently selected from hydrogen and C1-6alkyl, or R1and R2together form a C2-5alkylene chain thereby forming a spiro-ring; R3is selected from hydrogen and C1-6alkyl, R4is selected from hydrogen, C1-6alkyl, a carboxy group or a precursor group therefore, or R3and R4together form a C2-5alkylene chain thereby forming a spiro-ring, with a dehydration agent or alternatively where X is S, thermally cleavage of the thiazoline ring, or treatment in presence of a radical initiator, to form citalopram. The invention also relates to intermediates used in the new process for the preparation of citalopram, as well as citalopram prepared according to the new process.