Pyridine → HCID 54540842, compound

HRID 1277828Notes

Reaction equation

HRID 1277828 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:21]=[C:22]([N+:24]([O-:26])=[O:25])[CH:23]=1)[O:7][C:8]1[CH:13]=[CH:12][C:11](C2C=CC=CC=2N)=[CH:10][CH:9]=1)([O-:3])=[O:2].Cl[C:28]([O:30][CH2:31][CH3:32])=[O:29].[N:33]1C=CC=CC=1>>[N+:24]([C:22]1[CH:21]=[C:6]([CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:23]=1)[O:7][C:8]1[CH:9]=[CH:10][C:11]([NH:33][C:28](=[O:29])[O:30][CH2:31][CH3:32])=[CH:12][CH:13]=1)([O-:26])=[O:25]

Participants

4

Reactant 3

HCID 1049PyridineHCID 10928Ethyl chloroformateHCID 23451839HCID 23451839, compound

Product 1

HCID 54540842HCID 54540842, compound

Conditions

Temperature
5 °C

Procedure

[4-(3,5-Dinitrophenoxy)phenyl]benzenamine (0.1 mole) and pyridine (50 ml) are charged into a glass reaction vessel fitted with a mechanical stirrer and thermometer and are cooled to about 5° C. Ethyl chloroformate (0.125 mole) is added, with stirring, at about 5° C. Stirring is continued for a period of about 30 minutes at about 5° C., then for an additional 16 hours at room temperature. The mixture is then washed with 2 portions of water (50 ml), dried and the solvent is then removed to yield the desired product ethyl [4-(3,5-dinitrophenoxy)phenyl]carbamate.

Workup

  1. customfitted with a mechanical stirrer
  2. stirringStirring
  3. waitfor an additional 16 hours at room temperature
  4. washThe mixture is then washed with 2 portions of water (50 ml)
  5. customdried
  6. customthe solvent is then removed

Sources & evidence

ORD record
ord-a4a8773896f84b739e4a756fcb45b78c
Source dataset
uspto-grants-1981_07
Patent number
US04279637

Reaction notes

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