Aniline → HCID 14626975, compound

HRID 1608132Notes

Reaction equation

HRID 1608132 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:14][CH2:15][C:16]#[CH:17])[C:9]=1[O:10][CH2:11][C:12]#[CH:13])[CH:5]=O.[NH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:14][CH2:15][C:16]#[CH:17])[C:9]=1[O:10][CH2:11][C:12]#[CH:13])[CH:5]=[N:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 141303053-Chloro-4,5-dipropargyloxybenzaldehyde

Product 1

HCID 14626975HCID 14626975, compoundYield 101.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 3-chloro-4,5-dipropargyloxybenzaldehyde (1.00 g) and aniline (0.37 g) in benzene (30 ml) was stirred under reflux for 3 hours, followed by concentration under reduced pressure to give N-(3-chloro-4,5-dipropargyloxybenzyliden)aniline (1.30 g). nD23.0 1.5890.

Workup

  1. temperatureunder reflux for 3 hours
  2. concentrationfollowed by concentration under reduced pressure

Sources & evidence

ORD record
ord-bb1042df84c648d58ede17c8c4ea2604
Source dataset
uspto-grants-1989_09
Patent number
US04870064

Reaction notes

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