Acetaldehyde → HCID 86664535, compound

HRID 1910729Notes

Reaction equation

HRID 1910729 reaction equation
[C:1]1(C)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[O:8]1[C:12]2[CH:13]=[CH:14][C:15]([NH2:17])=[CH:16][C:11]=2[O:10][CH2:9]1.[NH:18]1[C:22]2C=CC=C[C:21]=2[N:20]=[N:19]1.C(=O)C>CCCCCC>[N:18]1([CH:22]([NH:17][C:15]2[CH:14]=[CH:13][C:12]3[O:8][CH2:9][O:10][C:11]=3[CH:16]=2)[CH3:21])[C:6]2[CH:5]=[CH:4][CH:3]=[CH:2][C:1]=2[N:20]=[N:19]1

Participants

6

Reactant 4

HCID 177AcetaldehydeHCID 1140Toluene3×HCID 843101,3-Benzodioxol-5-amineHCID 178418385HCID 178418385, compound

Product 1

HCID 86664535HCID 86664535, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

[Step 1] 10 mL of a toluene suspension containing 1.4 g (10 mmol) of benzo[d][1,3]dioxol-5-amine were added to 10 mL of a toluene suspension containing 1.2 g (10 mmol) of benzotriazole followed by stirring. 10 mL of a toluene solution containing 0.62 mL (11 mmol) of acetoaldehyde were dropped therein followed by stirring for 18 hours at room temperature. Following completion of the reaction, 10 mL of n-hexane were added followed by filtering out the solid. The solid was washed with n-hexane and dried under reduced pressure to obtain 2.7 g of N-[1-(1H-benzo[d][1,2,3]triazol-1-yl)ethyl]benzo[d][1,3]dioxol-5-amine in the form of a pale brown solid (94%).

Workup

  1. additionwere dropped
  2. stirringby stirring for 18 hours at room temperature
  3. additionwere added
  4. filtrationby filtering out the solid
  5. washThe solid was washed with n-hexane
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-e2b184f0f7754c87b29ad750b63087f3
Source dataset
uspto-grants-2013_12
Patent number
US08604030B2

Reaction notes

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