Propanal → HCID 86605582, compound

HRID 644806Notes

Reaction equation

HRID 644806 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.[NH2:10][C:11]1[N:15]([CH3:16])[N:14]=[C:13]([CH3:17])[CH:12]=1.[CH:18](=O)[CH2:19]C.CCCCCCC>C1(C)C=CC=CC=1>[N:1]1([CH:18]([NH:10][C:11]2[N:15]([CH3:16])[N:14]=[C:13]([CH3:17])[CH:12]=2)[CH3:19])[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1

Participants

6

Reactant 4

HCID 527PropanalHCID 8900HeptaneHCID 5207211,3-Dimethyl-1H-pyrazol-5-amineHCID 178418385HCID 178418385, compound2×

Product 1

HCID 86605582HCID 86605582, compoundYield 87.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

Benzotriazole (2.14 g, 18 mmol) and dry toluene (24 mL) were charged to a flask under an argon atmosphere. A solution of 5-amino-1,3-dimethylpyrazole (2 g, 18 mmol) in toluene (10 mL) was added to the benzotriazole solution over approximately 0.5 min, followed by the drop-wise addition of propionaldehyde (1.14 g, 19.8 mmol). After this reaction mixture was stirred for 24 hours, n-heptane (30 mL) was added and slurry was stirred for an additional 1 hour, after which time the n-heptane was decanted off, and the pasty residue was dried under vacuum to afford the title compound (4.04 g, 83%).

Workup

  1. stirringslurry was stirred for an additional 1 hour
  2. customafter which time the n-heptane was decanted off
  3. customthe pasty residue was dried under vacuum

Sources & evidence

ORD record
ord-97e48c101dc9497b9619d0ea7c019247
Source dataset
uspto-grants-2010_04
Patent number
US07700774B2

Reaction notes

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