Pyridine → Phenyl pyridazin-4-ylcarbamate

HRID 1666360Notes

Reaction equation

HRID 1666360 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[N:4][CH:3]=1.CC#N.N1C=CC=CC=1.[C:17]1([O:23][C:24](Cl)=[O:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C1COCC1>[N:5]1[CH:6]=[CH:7][C:2]([NH:1][C:24](=[O:25])[O:23][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:3][N:4]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 6342AcetonitrileHCID 15891Phenyl chloroformateHCID 2984924-Aminopyridazine

Product 1

HCID 14099147Phenyl pyridazin-4-ylcarbamateYield 37%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 4-aminopyridazine (2.5 g, 26.3 mmol) in a mix of 1:1 THF:MeCN (20 mL), and pyridine (2.18, 27.6 mmol) was treated dropwise with phenylchloroformate (1.3 g, 27.6 mmol) in THF (10 mL). After stirring for 18 h, the resulting solid was collected and dried to provide the title compound (2 g, 37%).

Workup

  1. customthe resulting solid was collected
  2. customdried

Sources & evidence

ORD record
ord-6ad89b72f0d74bcf843baccd558e9894
Source dataset
uspto-grants-2011_10
Patent number
US08044052B2

Reaction notes

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