4-Bromophenylhydrazine hydrochloride → HCID 19692579, compound

HRID 1772610Notes

Reaction equation

HRID 1772610 reaction equation
Cl.[Br:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH2:10])=[CH:5][CH:4]=1.[O:11]([C:13]#[N:14])[K]>O>[Br:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH:10][C:13]([NH2:14])=[O:11])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 121574-Bromophenylhydrazine hydrochlorideHCID 178418250HCID 178418250, compound

Product 1

HCID 19692579HCID 19692579, compoundYield 1,061.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of 1-(4-bromophenyl)hydrazine hydrochloride (25.0 g, 112 mmol) in H2O (500 mL) was added KOCN (730 mg, 9.01 mmol). The resulting solution was stirred at 40° C. overnight. After cooling to rt, the resulting solids were collected by filtration to obtain compound 11a as a grey solid (22.0 g, 84% yield). Mass Spectrum (LCMS, ESI pos.): Calcd. for C7H8BrN3O: 230.0 (M+H). Found 230.2.

Workup

  1. temperatureAfter cooling to rt
  2. filtrationthe resulting solids were collected by filtration

Sources & evidence

ORD record
ord-4d1a77b9022f4e87941473cf76db49e1
Source dataset
uspto-grants-2016_02
Patent number
US09249163B2

Reaction notes

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