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Hydrazinecarboxaldehyde → 6-[3-Chloro-5-(trifluoromethyl)phenyl]-1,2,4-triazolo[4,3-b]pyridazine

HRID 1763629
Notes
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Reaction equation

HRID 1763629 reaction equation
ClC1C=C(C=C(C(F)(F)F)C=1)C=O.Cl[C:15]1[N:16]=[N:17][C:18]([C:21]2[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[C:23]([Cl:31])[CH:22]=2)=[CH:19][CH:20]=1.[CH:32]([NH:34][NH2:35])=O>C(O)CCC>[Cl:31][C:23]1[CH:22]=[C:21]([C:18]2[CH:19]=[CH:20][C:15]3[N:16]([CH:32]=[N:34][N:35]=3)[N:17]=2)[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 12229HydrazinecarboxaldehydeHCID 38570333-Chloro-5-(trifluoromethyl)benzaldehydeHCID 203103793-Chloro-6-[3-chloro-5-(trifluoromethyl)phenyl]pyridazine

Product 1

HCID 203103776-[3-Chloro-5-(trifluoromethyl)phenyl]-1,2,4-triazolo[4,3-b]pyridazine

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

As described in Example 35, 3-chloro-5-(trifluoromethyl)benzaldehyde is converted to 3-chloro-6-[3-chloro-5-(trifluoromethyl)phenyl]pyridazine. This compound is reacted with formylhydrazine in refluxing n-butanol for 24 hours to give the product of the example.

Workup

  1. customto give the product of the example

Sources & evidence

ORD record
ord-1e25b41548ad4e19942674e318651ba5
Source dataset
uspto-grants-1978_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04112095

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes