Water → 3-(2-Methoxycarbonylamino-6-methylbenzyloxy)-2-nitropyridine

HRID 1762185Notes

Reaction equation

HRID 1762185 reaction equation
[OH:1][C:2]1[C:3]([N+:8]([O-:10])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:17][O:18][C:19]([NH:21][C:22]1[CH:29]=[CH:28][CH:27]=[C:26]([CH3:30])[C:23]=1[CH2:24]Cl)=[O:20].O>CN(C)C=O>[CH3:17][O:18][C:19]([NH:21][C:22]1[CH:29]=[CH:28][CH:27]=[C:26]([CH3:30])[C:23]=1[CH2:24][O:1][C:2]1[C:3]([N+:8]([O-:10])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1)=[O:20]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 270573-Hydroxy-2-nitropyridineHCID 143684802-Methyl-6-methoxycarbonylaminobenzyl chloride

Product 1

HCID 143684013-(2-Methoxycarbonylamino-6-methylbenzyloxy)-2-nitropyridineYield 91%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 3-hydroxy-2-nitropyridine (3.08 g) and potassium carbonate (3.04 g) in N,N-dimethylformamide (31 ml) was stirred at room temperature for 15 minutes and then 2-methoxycarbonylamino-6-methylbenzyl chloride (4.7 g) was added. After being stirred for 6 hours, the mixture was poured into water and the resulting precipitates were collected by filtration, washed with water, and air-dried to give 3-(2-methoxycarbonylamino-6-methylbenzyloxy)-2nitropyridine (6.35 g).

Workup

  1. stirringAfter being stirred for 6 hours
  2. customthe resulting precipitates
  3. filtrationwere collected by filtration
  4. washwashed with water
  5. customair-dried

Sources & evidence

ORD record
ord-641a87b0b4594851b953eb05e9b2ffc4
Source dataset
uspto-grants-1989_05
Patent number
US04831041

Reaction notes

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