Triethylamine → HCID 18615651, compound

HRID 1265366Notes

Reaction equation

HRID 1265366 reaction equation
[Cl:1][C:2]1[CH:8]=[C:7]([F:9])[C:5]([NH2:6])=[C:4]([N+:10]([O-:12])=[O:11])[C:3]=1[O:13][CH3:14].C(N(CC)CC)C.Cl[C:23](Cl)([O:25]C(=O)OC(Cl)(Cl)Cl)Cl>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:8]=[C:7]([F:9])[C:5]([N:6]=[C:23]=[O:25])=[C:4]([N+:10]([O-:12])=[O:11])[C:3]=1[O:13][CH3:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 18615635HCID 18615635, compound

Product 1

HCID 18615651HCID 18615651, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

4-Chloro-6-fluoro-3-methoxy-2-nitroaniline (0.5 g, 2.27 mmol) was dissolved in anhydrous toluene (30 ml) and triethylamine (0.46 g, 4.54 mmol) was added. This solution was slowly added to a stirred solution of triphosgene (0.67 g, 2.27 mmol) in toluene (30 ml) and the solution refluxed for 2 hr. The solution was cooled and filtered. Clear filtrate was evaporated in vacuo to afford the title compound. 1H NMR (CDCl3, 3.00 MHz) 3.96 (3H, s), 7.38 (1H, d, J=8.8 Hz) ppm.

Workup

  1. temperaturethe solution refluxed for 2 hr
  2. temperatureThe solution was cooled
  3. filtrationfiltered
  4. customClear filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-51292ed855b74cb28ab771a92a5df745
Source dataset
uspto-grants-2003_04
Patent number
US06545161B2

Reaction notes

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