Sodium Nitrite → HCID 23362742, compound

HRID 2209422Notes

Reaction equation

HRID 2209422 reaction equation
N([O-])=O.[Na+].[F:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[C:7]=1[C:13]1[NH:14][NH:15][C:16]([C:19]2[C:24]([F:25])=[CH:23][CH:22]=[CH:21][C:20]=2[F:26])=[N:17][N:18]=1>O.C(O)(=O)C>[F:12][C:8]1[CH:9]=[CH:10][CH:11]=[C:6]([F:5])[C:7]=1[C:13]1[N:18]=[N:17][C:16]([C:19]2[C:24]([F:25])=[CH:23][CH:22]=[CH:21][C:20]=2[F:26])=[N:15][N:14]=1

Participants

5

Reactant 2

HCID 23668193Sodium NitriteHCID 178505725HCID 178505725, compound

Product 1

HCID 23362742HCID 23362742, compoundYield 85.6%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

A solution of 0.12 g of sodium nitrite in 1 ml of water is added dropwise to the suspension of 0.4 g of 3,6-bis(2,6-difluorophenyl)-1,2-dihydro-1,2,4,5-tetrazine prepared in the preceeding step c.)] in 2.5 ml of glacial acetic acid at room temperature while stirring. The progress of the reaction is followed by thin layer chromatography. After filtration the carmine crystals are washed with water until neutral to give 0.34 g of desired product. This crude product is recrystallized from a mixture of gasoline and acetone to give 0.251 g of pure title product of Example 2, m.p.: 213.5° C.

Workup

  1. customprepared in the preceeding step c
  2. filtrationAfter filtration the carmine crystals
  3. washare washed with water until neutral

Sources & evidence

ORD record
ord-255d60b0cc754a6a9bd0562d8d26ccc7
Source dataset
uspto-grants-1995_10
Patent number
US05455237

Reaction notes

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