Acetaldehyde → HCID 86664529, compound

HRID 1910722Notes

Reaction equation

HRID 1910722 reaction equation
[C:1]1(C)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]=[CH:14][CH:13]=[CH:12]2.[NH:19]1[C:23]2C=CC=C[C:22]=2[N:21]=[N:20]1.C(=O)C>CCCCCC>[N:19]1([CH:23]([NH:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[N:15]=[CH:14][CH:13]=[CH:12]3)[CH3:22])[C:6]2[CH:5]=[CH:4][CH:3]=[CH:2][C:1]=2[N:21]=[N:20]1

Participants

6

Reactant 4

HCID 177AcetaldehydeHCID 1140Toluene3×HCID 113736-AminoquinolineHCID 178418385HCID 178418385, compound

Product 1

HCID 86664529HCID 86664529, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

[Step 1] 5 mL of a toluene suspension of 1.0 mg (3.5 mmol) of 6-aminoquinoline were added to 5 mL of a toluene suspension of 826 mg (3.5 mmol) of benzotriazole and stirred. 5 mL of a toluene solution containing 0.22 mL (3.8 mmol) of acetoaldehyde were dropped therein followed by stirring for 18 hours at room temperature. Following completion of the reaction, 15 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 20 g of N-[1-(1H-benzo[d][1,2,3]triazol-1-yl)ethyl]quinolin-6-amine in the form of a white solid (99%).

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-42bbb1537e0e405385d827ac33086cb4
Source dataset
uspto-grants-2013_12
Patent number
US08604030B2

Reaction notes

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