Water → HCID 21479655, compound

HRID 2292971Notes

Reaction equation

HRID 2292971 reaction equation
N([O-])=O.[Na+].N[C:6]1[C:11]([Br:12])=[CH:10][C:9]([C:13]2[CH2:18][CH2:17][CH2:16][N:15]([C:19](=[O:28])[C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[C:22]([Cl:27])[CH:21]=3)[N:14]=2)=[CH:8][C:7]=1[Br:29].O>C(O)C.Br>[Br:29][C:7]1[CH:8]=[C:9]([C:13]2[CH2:18][CH2:17][CH2:16][N:15]([C:19](=[O:28])[C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[C:22]([Cl:27])[CH:21]=3)[N:14]=2)[CH:10]=[C:11]([Br:12])[CH:6]=1

Participants

6

Reactant 3

HCID 962Water2×HCID 21479608HCID 21479608, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 21479655HCID 21479655, compound

Reagents, catalysts & solvents 2

HCID 260Hydrogen BromideSolvent2×HCID 702EthanolSolvent

Procedure

NaNO2 (0.24 g, 3.43 mmol) was added to a suspension of 3-(4-amino-3,5-dibromophenyl)-1-(3,4-dichlorobenzoyl)-1,4,5,6-tetrahydropyridazine (1.0 g, 1.98 mmol, HBr (25%, 3 mL) and water (6 mL)in ethanol (50 mL). The resulting mixture was stirred and heated at a low temperature for 1.5 hours. CuBr2 in HBr (48%, 6 mM) was added to the reaction mixture and the resulting mixture was stirred for 3 hours at room temperature. Water was added to the reaction and a solid precipitated from this mixture. The solid was purified by column chromatography to give the title compound as a white solid: mp 179°-182° C.

Workup

  1. temperatureheated at a low temperature for 1.5 hours
  2. stirringthe resulting mixture was stirred for 3 hours at room temperature
  3. customa solid precipitated from this mixture
  4. customThe solid was purified by column chromatography

Sources & evidence

ORD record
ord-a42cc92d51784c44be82afe15bf6cea5
Source dataset
uspto-grants-1997_11
Patent number
US05684151

Reaction notes

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