Water → HCID 178424261, compound

HRID 928886Notes

Reaction equation

HRID 928886 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=O.[C:9]1([CH3:24])[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH3:23])[NH2:16].O>C(Cl)Cl>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1/[CH:7]=[N:16]/[CH:15]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[CH3:24])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH3:23]

Participants

5

Reactant 3

HCID 962WaterHCID 142732-PyridinecarboxaldehydeHCID 10560454246853-44-1

Product 1

HCID 178424261HCID 178424261, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In air, 2-pyridinecarboxaldehyde (36.0 mg, 32.0 μL, 0.336 mmol, 1.00 equiv) was added to a solution of di-o-tolylmethanamine (73.1 mg, 0.346 mmol, 1.03 equiv) in CH2Cl2 (5 mL). After heating at reflux for 30 min with azeotropic removal of water using a Dean-Stark trap, the reaction mixture was concentrated under reduced pressure and dried under high vacuum to give ligand (L-3), (E)-N-(Pyridin-2-ylmethylene)-1,1-dio-tolylmethanamine, as a yellow oil (0.102 g, 98% yield).

Workup

  1. temperatureAfter heating
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-3028d0c8c1fa431fb04880cc2b8ed7f1
Source dataset
uspto-grants-2016_03
Patent number
US09290591B2

Reaction notes

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