American Cyanamid Company

American Cyanamid

David A Cortes

Henry L Strong

Zareen Ahmed

Jeffrey G Stack

Marco P Burello

Kenneth A Kremer

The present invention provides o-aminophenyl ketone derivatives which are intermediates useful in the manufacture of herbicidal sulfamoyl urea compounds, including the crop selective herbicide 1-{[o-(cyclopropylcarbonyl)phenyl]-sulfamoyl}-3-(4,6-dimethoxy-2-pyrimidin yl)urea. Also provided is a method for the preparation of said intermediates.

Aminophenyl ketone derivatives and a method for the preparation thereof

There is provided a process for the manufacture of 2-alkoxymethylacrolein compounds via the reaction of an appropriate alcohol and acrolein in the presence of an acid and a trisubstituted amine to form an intermediate and the subsequent reaction of the intermediate with formaldehyde in the presence of an acid and a disubstituted amine. There is also provided a process for the manufacture of 3-alkoxymethylquinolines from 2-alkoxymethylacrolein.

Process for the manufacture of 2-alkoxymethylacrolein

There is provided o-nitrophenyl cyclopropyl ketone, a key intermediate in the manufacture of the crop-selective, herbicidal agent 1-{[o-(cyclopropylcarbonyl)phenyl]sulfamoyl}-3-(4,6-dimethoxy-2-pyrimidiny l)urea and a method for the preparation of said ketone from dihydro-3-acetyl-2(3H)-furanone and o-nitrobenzoyl halide.

Herbicide intermediate o-nitrophenyl cyclopropyl ketone and a method for

The present invention provides a method for the preparation of a 4-halo-2'-nitrobutyrophenone compound having the structural formula I ##STR1## The formula I compound is an important intermediate in the manufacture of a sulfamoyl urea herbicidal agent.

Method for the preparation of 4-halo-2'-nitrobutyrophenone compounds

The present invention describes a novel compound, 2-azabicyclo[2.2.1]hept-5-ene-2-acetic acid, its preparation and the preparation of related compounds, and the use of said compounds as intermediates for the preparation of N-phosphonomethylglycine.

2-azabicyclo[2.2.1]hept-5-ene-2-acetic acid, derivatives thereof and

There are provided 4-Hydroxy-2'-nitrobutyrophenone and tetrahydro-2-(o-nitrophenyl)-2-furanol and mixtures thereof, important intermediates in the preparation of the crop-selective herbicidal agent 1-{[o-(cyclopropylcarbonyl)phenyl]sulfamoyl}-3-(4,6-dimethoxy-2-pyrimidiny l)urea. Also provided is a method for the preparation of 4-halo-2'-nitrobutyrophenone, useful as an intermediate in the preparation of 1-{[o-(cyclopropylcarbonyl)phenyl]sulfamoyl}-3-(4,6-dimethoxy-2-pyrimidiny l)urea.

4-hydroxy-2'-nitrobutyrophenone and

This disclosure describes novel compounds, N-[(1,2,3,4,5-pentaalkyl-2,4-cyclopentadien-1-yl)methyl]-glycines, the preparation of the new compounds and their use as intermediates for the preparation of N-phosphonomethylglycine.

N-[(pentaalkyl-cyclopentadienyl)methyl]-glycines, process for the

This disclosure describes novel compounds, [(1,2,3,4,5-pentaalkyl-2,4-cyclopentadien-1-yl)methyl]glycines, the preparation of the new compounds and their use as intermediates for the preparation of N-phosphonomethylglycine.

N-[pentaalkyl-cyclopentadienyl)methyl]-glycines

2-azabicyclo(2.2.1)hept-5-ene-2-acetic acid, derivatives thereof and

The present invention describes a novel compound, 2-azabicyclo[2.2.1]hept-5-ene-2-acetic acid, its preparation and the preparation of related compounds and the use of said compounds as intermediates for the preparation of N-phosphonomethylglycine.

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Fairless Hills, PA, United States of America

David A Cortes