Pyridine → HCID 19818641, compound

HRID 620311Notes

Reaction equation

HRID 620311 reaction equation
[C:1](Cl)(=[O:6])[C:2]([O:4][CH3:5])=[O:3].[NH2:8][C:9]1[CH:10]=[C:11]([O:15][CH3:16])[CH:12]=[CH:13][CH:14]=1.N1C=CC=CC=1>C(Cl)Cl>[CH3:16][O:15][C:11]1[CH:10]=[C:9]([NH:8][C:1](=[O:6])[C:2]([O:4][CH3:5])=[O:3])[CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 108243-MethoxyanilineHCID 79846Methyl chloroglyoxylate

Product 1

HCID 19818641HCID 19818641, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 1.9 ml of methyl chlorooxalate in 10 ml of methylene chloride is added dropwise to a solution of 2.5 g of 3-aminoanisole and 1.5 ml of pyridine in 40 ml of methylene chloride in the course of 10 minutes. After stirring at room temperature for 3 hours, the mixture is poured onto water and extracted with methylene chloride. The extracts are dried over sodium sulfate and evaporated and the residue is crystallised from ether/hexane. Methyl N-(3-methoxyphenyl)-oxamate is obtained.

Workup

  1. additionthe mixture is poured onto water
  2. extractionextracted with methylene chloride
  3. dry with materialThe extracts are dried over sodium sulfate
  4. customevaporated
  5. customthe residue is crystallised from ether/hexane

Sources & evidence

ORD record
ord-72356a9d8fc0406aba56fa5ecb1278a7
Source dataset
uspto-grants-1989_04
Patent number
US04820726

Reaction notes

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