Hydrochloric Acid → (4-Pyrazol-1-yl-phenyl)-hydrazine Hydrochloride

HRID 655866Notes

Reaction equation

HRID 655866 reaction equation
C(OC([N:8]([C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH:20]=[CH:19][CH:18]=[N:17]2)=[CH:12][CH:11]=1)[NH2:9])=O)(C)(C)C.O1CCOCC1.[ClH:27]>C(Cl)Cl>[ClH:27].[N:16]1([C:13]2[CH:14]=[CH:15][C:10]([NH:8][NH2:9])=[CH:11][CH:12]=2)[CH:20]=[CH:19][CH:18]=[N:17]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 68820898N-(4-Pyrazol-1-yl-phenyl)-hydrazinecarboxylic Acid tert-butyl Ester

Product 1

HCID 68824303(4-Pyrazol-1-yl-phenyl)-hydrazine Hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Title compound 51A, N-(4-Pyrazol-1-yl-phenyl)-hydrazinecarboxylic acid tert-butyl ester (0.42 g, 1.0 eq, 1.53 mmol) was suspended in a mixture of 4M HCl in Dioxane (6.5 ml, 17.0 eq, 26 mmol) and DCM (5 ml). The mixture was then stirred at room temperature for 24 hours solvent was then removed in vacuo to yield impure title compound. (0.31 g). LCMS: [M+H]+=158/175, 65% purity.

Workup

  1. customwas then removed in vacuo

Sources & evidence

ORD record
ord-2f4bf8455d0a404b990f424296af13c9
Source dataset
uspto-grants-2011_12
Patent number
US08071607B2

Reaction notes

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