Sodium Nitrite → HCID 23362742, compound

HRID 1081560Notes

Reaction equation

HRID 1081560 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 preceding 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, m.p.: 213.5° C.

Workup

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

Sources & evidence

ORD record
ord-a48b566b2648422f99b03e58e3669c6f
Source dataset
uspto-grants-1996_12
Patent number
US05587370

Reaction notes

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