Sodium Hydroxide → HCID 19437144, compound

HRID 1735355Notes

Reaction equation

HRID 1735355 reaction equation
Cl.[Br:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:5][C:4]=1[NH:15][NH2:16].[OH-].[Na+]>>[Br:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:5][C:4]=1[NH:15][NH2:16]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 19437145HCID 19437145, compound

Product 1

HCID 19437144HCID 19437144, compound

Conditions

Temperature
10 °C

Procedure

To the product of Example 4 was added 100 ml of a 10% aqueous sodium hydroxide solution and the mixture was stirred for 30 minutes at 10° C. The mixture was then extracted with ether, dried over sodium sulfate for 2 hours, and evaporated, leaving 3 g of (4-bromo-[1,1'-biphenyl]-3-yl)hydrazine. To 3 g of the hydrazine were added 100 ml of toluene and 1.5 g of pyridine and the resulting mixture was cooled an ice bath. Twelve ml of a 1M solution of isopropyl chloroformate in toluene were added dropwise. After the addition of isopropyl chloroformate, the solution was allowed to stir overnight at room temperature. The solution was then washed twice, each time with 100 ml of water, dried over sodium sulfate for 2 hours, and evaporated under reduced pressure.

Workup

  1. extractionThe mixture was then extracted with ether
  2. dry with materialdried over sodium sulfate for 2 hours
  3. customevaporated

Sources & evidence

ORD record
ord-b15bccf343244555962b461da273beb9
Source dataset
uspto-grants-1996_07
Patent number
US05536746

Reaction notes

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