Isobutylamine → HCID 178449179, compound

HRID 1371568Notes

Reaction equation

HRID 1371568 reaction equation
[NH2:1][C:2]1[C:3]([C:7]#[N:8])=[N:4][O:5][N:6]=1.[CH2:9]([NH2:13])[CH:10]([CH3:12])[CH3:11].[Al+3].[Cl-].[Cl-].[Cl-]>ClC(Cl)C>[NH2:1][C:2]1[C:3]([C:7]([NH:13][CH2:9][CH:10]([CH3:12])[CH3:11])=[NH:8])=[N:4][O:5][N:6]=1

Participants

5

Reactant 3

HCID 6558IsobutylamineHCID 12527694-amino-1,2,5-oxadiazole-3-carbonitrileHCID 6451240Aluminum(III) Chloride

Product 1

HCID 178449179HCID 178449179, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

To a solution of 4-amino-1,2,5-oxadiazole-3-carbonitrile (220 mg, 2 mmol) and isobutylamine (0.2 mL, 2 mmol) in dichloroethane (1 mL) was added AlCl3 (293 mg, 2.2 mmol). The reaction mixture is stirred for 20 min and then quenched with ice cold water (5 mL). The mixture is extracted with diethyl ether (3×20 mL). Combined extracts was dried over anhydrous Na2SO4 and concentrated under vacuum to afford the title compound as a white solid. MS 184 M+1. The crude product was carried to next step without further purification.

Workup

  1. customquenched with ice cold water (5 mL)
  2. extractionThe mixture is extracted with diethyl ether (3×20 mL)
  3. dry with materialCombined extracts was dried over anhydrous Na2SO4
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-de97819fe603475ba62361996a85d2a3
Source dataset
uspto-grants-2007_01
Patent number
US07157476B2

Reaction notes

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