Water → HCID 13883697, compound

HRID 231066Notes

Reaction equation

HRID 231066 reaction equation
[Br:1][C:2]1[N:7]=[N:6][C:5]([O:8][C:9]2[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][C:10]=2[Cl:16])=[CH:4][CH:3]=1.[N+:17]([C:20]1[CH:30]=[C:29]([N+:31]([O-:33])=[O:32])[CH:28]=[CH:27][C:21]=1[C:22]([N:24]=[C:25]=[O:26])=[O:23])([O-:19])=[O:18].O>O1CCOCC1>[N+:17]([C:20]1[CH:30]=[C:29]([N+:31]([O-:33])=[O:32])[CH:28]=[CH:27][C:21]=1[C:22]([NH:24][C:25]([NH:13][C:12]1[CH:14]=[CH:15][C:9]([O:8][C:5]2[N:6]=[N:7][C:2]([Br:1])=[CH:3][CH:4]=2)=[C:10]([Cl:16])[CH:11]=1)=[O:26])=[O:23])([O-:19])=[O:18]

Participants

5

Reactant 3

HCID 962WaterHCID 136491812,4-Dinitrobenzoyl isocyanateHCID 13883683HCID 13883683, compound

Product 1

HCID 13883697HCID 13883697, compoundYield 40.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

1.10 g of 4-(6-bromo-3-pyridazinyloxy)-3-chloroaniline obtained in the same manner as in the above Synthetic Example 1 (1), was dissolved in 7 ml of dioxane. To this solution, 8 ml of a dioxane solution containing 0.87 g of 2,4-dinitrobenzoyl isocyanate was dropwise added, and the mixture was reacted at room temperature for 4 hours. After the completion of the reaction, the reaction product was poured into warm water, and the precipitates were separated by filtration. The precipitates were stirred in ethyl acetate, and again filtered to obtain 0.80 g of the desired product having a melting point of from 217° to 219° C.

Workup

  1. additionwas dropwise added
  2. customthe mixture was reacted at room temperature for 4 hours
  3. customAfter the completion of the reaction
  4. additionthe reaction product was poured
  5. customthe precipitates were separated by filtration
  6. filtrationagain filtered

Sources & evidence

ORD record
ord-a2e2ba7f44234b44a9de14252be18e67
Source dataset
uspto-grants-1989_07
Patent number
US04845093

Reaction notes

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