Hydrochloric Acid → N'-Phenylcyclobutanecarbohydrazide

HRID 74518Notes

Reaction equation

HRID 74518 reaction equation
[CH:1]1([C:5](Cl)=[O:6])[CH2:4][CH2:3][CH2:2]1.[C:8]1([NH:14][NH2:15])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.N1C=CC=CC=1.Cl>CN(C=O)C>[C:8]1([NH:14][NH:15][C:5]([CH:1]2[CH2:4][CH2:3][CH2:2]2)=[O:6])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 7516PhenylhydrazineHCID 78705Cyclobutanecarbonyl chloride

Product 1

HCID 13728291N'-Phenylcyclobutanecarbohydrazide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3.54 mL (31.0 mmol) cyclobutanecarboxylic acid chloride were added dropwise at RT to 3.00 mL (30.2 mmol) phenylhydrazine and 4.75 mL (60.0 mmol) pyridine in 30 mL DMF. The mixture was stirred for 1 h at RT and poured onto 200 mL of a 1M hydrochloric acid solution. The precipitated solid was suction filtered, washed with 50 mL water and dried i. vac. The product was extracted with 50 mL ether and suction filtered. The solid was washed with 20 mL ether and dried in the air.

Workup

  1. filtrationfiltered
  2. washwashed with 50 mL water
  3. customdried i
  4. extractionThe product was extracted with 50 mL ether and suction
  5. filtrationfiltered
  6. washThe solid was washed with 20 mL ether
  7. customdried in the air

Sources & evidence

ORD record
ord-751690bac2704318a4bd743d93e918ee
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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