Tetrafluoroboric acid → HCID 20523280, compound

HRID 223210Notes

Reaction equation

HRID 223210 reaction equation
N[C:2]1[N:3]=[CH:4][N:5]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[C:9](=[O:16])[N:8]([CH3:17])[CH2:7][C:6]=12.N([O-])=O.[Na+].[H+].[B-](F)(F)(F)[F:24]>O>[F:24][C:2]1[N:3]=[CH:4][N:5]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[C:9](=[O:16])[N:8]([CH3:17])[CH2:7][C:6]=12

Participants

5

Reactant 3

HCID 28118Tetrafluoroboric acid2×HCID 10013995HCID 10013995, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 20523280HCID 20523280, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 5 g (22 mmol) of 3-amino-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one in 100 ml of hydrofluoboric acid (50 percent in water) is diazotized at 0° to 5° with a solution of 1.95 g (28 mmol) of sodium nitrite in 4 ml of water. The yellow solution is stirred in an ice-bath for 20 minutes, diluted with 85 ml of hydrofluoboric acid, poured into a quartz vessel and irradiated overnight with a UV-lamp. Subsequently, the mixture is extracted with chloroform. The chloroform extracts are washed with water, dried over magnesium sulphate and evaporated. By chromatography of the residue on a silica gel column there is obtained 3-fluoro-4,5 -dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one of melting point 171°-172°.

Workup

  1. additionpoured into a quartz vessel
  2. customirradiated overnight with a UV-lamp
  3. extractionSubsequently, the mixture is extracted with chloroform
  4. washThe chloroform extracts are washed with water
  5. dry with materialdried over magnesium sulphate
  6. customevaporated

Sources & evidence

ORD record
ord-15db9766b4014227a9a380c0fe20747d
Source dataset
uspto-grants-1982_10
Patent number
US04352818

Reaction notes

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