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Home > Encyclopedia > 4-tert-Butylphenylhydrazine hydrochloride

4-tert-Butylphenylhydrazine hydrochloride

4-tert-Butylphenylhydrazine hydrochloride structure

4-tert-Butylphenylhydrazine hydrochloride 

structure
  • CAS No:

    36600-66-5

  • Formula:

    C10H17ClN2

  • Chemical Name:

    4-tert-Butylphenylhydrazine hydrochloride

  • Synonyms:

    1-[4-(TERT-BUTYL)PHENYL]HYDRAZINE HYDROCHLORIDE;4-TERT-BUTYLPHENYLHYDRAZINE HCL;4-TERT-BUTYLPHENYLHYDRAZINE HYDROCHLORIDE;4-TERT-BUTYLPHENYLHYDRAZINE MONOHYDROCHLORIDE;4-tert-Butylphenylhydrazinehydrochloride,97%;(4-(tert-Butyl)phenyl)hydrazine hydrochloride(1:x)

  • Categories:

    Organic Chemistry  >  Hydrazine or Hydroxylamine Derivatives

Description

Solid

4-tert-Butylphenylhydrazine hydrochloride Basic Attributes

200.71

200.10800

1312995-182-4

29280000

Characteristics

38

3.84500

WHITE TO BEIGE POWDER

1.009g/cm3

212-216 °C (dec.)(lit.)

272.4°C at 760 mmHg

137.1ºC

1.566

0.00609mmHg at 25°C

Safety Information

NONH for all modes of transport

3

36/37/38

26-36-24/25

Xi

4-tert-Butylphenylhydrazine hydrochloride Use and Manufacturing

General procedure: The pyrazolo[4, 3-c]pyridin-4-one derivatives were synthesizedby using compound 15 as starting material in two steps. Infirst step, the compound 15 (1 mmol, 137 mg) was dissolved inethanol (20 mL) and substituted phenylhydrazine hydrochloride(1.1 equivalent) was added. The reaction mixture was stirred atroom temperature for 2 h. The completion of reaction was monitoredby TLC. The resulted reaction mixture was allowed to cool toroom temperature. The solvent was evaporated under vacuum; ethanol (5 mL) was added and sonicated for 30 s to produce suspension.The resulted suspensions were kept in refrigerator for 1 hto settle down the suspended particles. The suspended particleswas filtered out and used for second step without further purification.In second step, the resulted solid was poured in boilingnitrobenzene at 210 C and stirred at same temperature for 15 min[27]. The completion of reaction was monitored by TLC. After thecompletion, the reaction mixture was allowed to cool to roomtemperature followed by silica gel column chromatography toisolate pure pyrazolo[4, 3ec]pyridine4eone derivatives (12a-12p).General procedure: dissolve the substituted anline (3 mmol) in HCl aq (6 M) at -5 C, and slowly added an aqueous solution of NaNO2 (0.23 g, 3.3 mmol).The mixture was stirred for further 0.5 h, a solution of SnCl2 (1.7 g, 7.5 mmol) dissolved in concentrated HCl was added dropwise, then the resulting mixture was moved to room temperature and stirred for further1 h. The muddy mixture was filtered out, washed with a small amount of HCl solution and dried in vacuum. This desired phenylhydrazine hydrochloride intermediate was used directly without additional purification.To a solution of substituted benzyl halide 3 mmol in EtOH was added the hydrazine hydrate 30 mmol, and the mixture was stirred atroom temperature overnight till the reaction was completed monitored by TLC. The reaction mixture was concentrated to dryness, and redissolvedin a little EtOH, then added an aqueous HCl (12 M) andstirred for a while at 0 C. The resulting precipitate was collected byfiltration and dried. This desired benzylhydrazine hydrochloride intermediatewas used directly without additional purification.

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