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2-Pyrazoline → Pyrazole

HRID 256291
Notes
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Reaction equation

HRID 256291 reaction equation
[NH:1]1[CH2:5][CH2:4][CH:3]=[N:2]1>[Br-].C([N+](CC)(CC)CC)C.C(O)C>[NH:2]1[CH2:3][CH2:4][CH:5]=[N:1]1.[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 1

HCID 669622-Pyrazoline2×

Product 2

HCID 1048PyrazoleHCID 669622-Pyrazoline

Reagents, catalysts & solvents 2

HCID 6285Tetraethylammonium BromideCatalystHCID 702EthanolSolvent

Procedure

234 g of 2-pyrazoline and 64 g of tetraethylammonium bromide were dissolved in 3,000 g of ethanol and electrolyzed with 2 F/mol of 2-pyrazoline at a current density of 6.8 A/dm2 and 30° C. Working up as described in Example 1 gave 18.2 g of 2-pyrazoline and 129 g of pyrazole. This corresponds to a conversion of 92%, a yield of 57% and a selectivity of 62%.

Workup

  1. custom30° C

Sources & evidence

ORD record
ord-31d36474095d4c2bb8dc4d9f4c897248
Source dataset
uspto-grants-1987_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04702803

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes