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Chemical product profile

HONGKUN / PRODUCT DIRECTORY

Phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate | CAS 89392-03-0

A phenyl carbamate that brings the dimethoxypyrimidinyl nitrogen and carbonyl into sulfonylurea assembly, with free aminopyrimidine and symmetric urea as specific related substances to review when selecting material for coupling.

CAS89392-03-0
Molecular formulaC13H13N3O4
Molecular weight275.26 g/mol

Product overview

The phenyl carbamate group gives this dimethoxypyrimidine derivative the carbonyl needed for sulfonylurea assembly. Also called DPAP, it differs from the free aminopyrimidine CAS 36315-01-2 by its N-linked carbonyl and phenoxy group. The phenoxy group belongs to the carbamate and serves as a leaving group in the documented coupling chemistry. Preparation can leave residual aminopyrimidine or form N,N′-bis(4,6-dimethoxy-2-pyrimidinyl)urea, making these useful targets when qualifying a source. Review the related-substances method for separation of both species from the carbamate. The receiving sulfonamide coupling should determine acceptance limits, quantitative assay basis and any water or residual-solvent criteria.

Chemical identity

Chemical name
Phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate
CAS number
89392-03-0
Molecular formula
C13H13N3O4
Molecular weight
275.26 g/mol

Application context

This phenyl carbamate supplies the dimethoxypyrimidinyl nitrogen and adjacent carbonyl in sulfonylurea assembly with a sulfonamide partner. Published pyrazosulfuron-ethyl route work couples it with an ethyl sulfamoylpyrazole carboxylate fragment. For the receiving reaction, define allowable free aminopyrimidine and symmetric urea, and require a method that resolves both from the carbamate. State the quantitative assay basis and relevant water or solvent controls.

Chemistry and synthetic role

The molecule combines a pyrimidine ring bearing methoxy groups at positions 4 and 6 with an N-linked phenyl carbamate at position 2. The carbamate supplies an electrophilic carbonyl and a phenoxy leaving group in the documented coupling context. It should not be specified merely as an unspecified protected aminopyrimidine.

Quality review

Resolve the symmetric urea impurity

Confirm that the related-substances method separates N,N′-bis(4,6-dimethoxy-2-pyrimidinyl)urea from the carbamate, with an agreed reporting limit and peak-assignment basis.

Distinguish carbamate from starting amine

Confirm that identity testing and chromatography distinguish this carbonyl-bearing material from 2-amino-4,6-dimethoxypyrimidine. Residual amine should be assessed against the receiving coupling process.

Specify the assay basis and residual medium

Specify the quantitative assay method and reporting basis. Review water and route-relevant solvents where they affect charging calculations or the subsequent sulfonamide coupling.

Preparing a specification

Identify CAS 89392-03-0 and the phenyl carbamate structure. Request an agreed assay method and related-substance limits addressing the free aminopyrimidine and symmetric urea where relevant. State the reporting basis, required structural identification and any water or residual-solvent criteria justified by the selected coupling process.

Packaging and storage

Confirm packaging format, net weight and transport arrangements for the selected grade, order quantity and destination. Request the applicable SDS and label to establish storage and handling conditions.

Documentation

Request a batch COA, the carbamate identification data and the chromatographic method used for residual aminopyrimidine and symmetric urea. Confirm whether peak assignments or reference materials support those results. Obtain the applicable SDS and verify availability of route-specific residual-solvent information for the selected manufacturer and grade.

Procurement questions

Is this the same material as 2-amino-4,6-dimethoxypyrimidine?

No. This CAS identifies its phenyl carbamate derivative, which contains an additional carbonyl and phenoxy group. The free amine has CAS 36315-01-2.

Which related substances deserve specific chromatographic review?

Residual 2-amino-4,6-dimethoxypyrimidine and the symmetric urea N,N′-bis(4,6-dimethoxy-2-pyrimidinyl)urea should be resolved where relevant to the preparation.

What should be specified for pyrazosulfuron-ethyl intermediate coupling?

State the carbamate assay basis, allowable free aminopyrimidine and symmetric urea, and water or solvent criteria required by the selected sulfonamide coupling.

Technical sources
  1. Phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate — substance entryBAM, German Federal Institute for Materials Research and Testing
  2. OR5784 typical certificate of analysisApollo Scientific
  3. Phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate, T48156Manchester Organics
  4. US5523405A — Preparation of 4,6-dimethoxy-2-((phenoxycarbonyl)amino)-pyrimidineDuPont / USPTO via Google Patents
  5. Public project submission: pyrazosulfuron-ethyl reaction schemeBharat Rasayan / Government of India environmental clearance portal