1,1'-Carbonyldiimidazole → 4-Phenylbutyl perhydropyridazinecarboxylate

HRID 851940Notes

Reaction equation

HRID 851940 reaction equation
[C:1](N1C=CN=C1)(N1C=CN=C1)=[O:2].[C:13]1([CH2:19][CH2:20][CH2:21][CH2:22][OH:23])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[NH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][NH:25]1>C(Cl)Cl>[NH:24]1[CH2:29][CH2:28][CH2:27][CH:26]([C:1]([O:23][CH2:22][CH2:21][CH2:20][CH2:19][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:2])[NH:25]1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 76889BenzenebutanolHCID 1363341,2-Diazinane

Product 1

HCID 184700714-Phenylbutyl perhydropyridazinecarboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution containing 1,1′carbonyl diimidazole (0.893 g, 5.5 mmol) in 5 ml CH2Cl2 was added slowly to a solution of CH2Cl2 containing phenylbutyl alcohol (0.89 ml, 5.77 mmol). After stirring at room temperature for 1 hour, this solution was then added slowly to a solution containing perhydropyridazine mentioned above. The reaction was allowed to stir for overnight. The crude mixture was then concentrated and used without further purification.

Workup

  1. additionthis solution was then added slowly to a solution
  2. stirringto stir for overnight
  3. concentrationThe crude mixture was then concentrated
  4. customused without further purification

Sources & evidence

ORD record
ord-a45f4825d1b644e09ccfb89885227551
Source dataset
uspto-grants-2007_08
Patent number
US07253169B2

Reaction notes

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