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858954-83-3

858954-83-3 Structure

858954-83-3 Structure
IdentificationBack Directory
[Name]

Methyl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate
[CAS]

858954-83-3
[Synonyms]

Aminocyclopyrachlor-methyl
Aminocyclopyrachlor-methyl [iso]
Methyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate
Methyl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate
6-Amino-5-chloro-2-cyclopropyl-pyrimidine-4-carboxylic acid methyl ester
4-Pyrimidinecarboxylic acid, 6-amino-5-chloro-2-cyclopropyl-, methyl ester
[Molecular Formula]

C9H10ClN3O2
[MDL Number]

MFCD25973292
[MOL File]

858954-83-3.mol
[Molecular Weight]

227.65
Chemical PropertiesBack Directory
[Boiling point ]

382.0±37.0 °C(Predicted)
[density ]

1.459±0.06 g/cm3(Predicted)
[pka]

2.77±0.10(Predicted)
[EPA Substance Registry System]

4-Pyrimidinecarboxylic acid, 6-amino-5-chloro-2-cyclopropyl-, methyl ester (858954-83-3)
Hazard InformationBack Directory
[Definition]

ChEBI: A pyrimidinecarboxylate ester that is the methyl ester of aminocyclopyrachlor.
[Production Methods]

Aminocyclopyrachlor-methyl is produced through the same overarching industrial pattern used for other amine-salt forms of pyrimidine- or pyridine-based herbicides: manufacturers first construct and purify the parent acid, aminocyclopyrachlor, then convert it into the dimethylammonium salt under controlled neutralisation conditions. Upstream production focuses on assembling the heterocyclic core, introducing the required chloro and amino substituents, and refining the crude acid to technical-grade purity through solvent washes, phase separations, and crystallisation. To generate the methyl derivative, the purified acid is reacted with a suitable methylating agent under conditions designed to achieve full conversion while suppressing unwanted side reactions or isomer formation.
[Mechanism of action]

Synthetic auxin readily absorbed by plant leaves and roots. Translocates in both the xylem and phloem and is thought to accumulate in the meristematic areas of the plant.
[Pesticide Type]

Herbicide
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