Benzaldehyde → HCID 21328370, compound

HRID 1764087Notes

Reaction equation

HRID 1764087 reaction equation
[CH3:1][N:2]([CH3:14])[CH2:3][CH2:4][CH2:5][S:6][C:7]1[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=1[NH2:9].[CH:15](=O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C1(C)C(C)=CC=CC=1>O>[CH:15](=[N:9][C:8]1[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=1[S:6][CH2:5][CH2:4][CH2:3][N:2]([CH3:1])[CH3:14])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 7237O-XyleneHCID 21328368HCID 21328368, compound

Product 1

HCID 21328370HCID 21328370, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 51g of 2-(3-dimethylaminopropylthio)aniline, 26g of freshly distilled benzaldehyde and 200 ml of xylene is refluxed under an atmosphere of nitrogen. The water formed in the reaction is collected in a Dean-Stark tube; the theoretical quantity is collected after 4 hours of refluxing. The xylene and any unchanged benzaldehyde are removed on the steam bath at 30 mm of Hg, finally at 2 mm of Hg. Fractionation of the residue yields 56g of the title compound, boiling point 182°-189° C. at 0.4 mm of Hg.

Workup

  1. temperatureis refluxed under an atmosphere of nitrogen
  2. customis collected in a Dean-Stark tube
  3. customthe theoretical quantity is collected after 4 hours
  4. temperatureof refluxing
  5. customThe xylene and any unchanged benzaldehyde are removed on the steam bath at 30 mm of Hg, finally at 2 mm of Hg

Sources & evidence

ORD record
ord-e77406146e634a1bb413c2c1d468514c
Source dataset
uspto-grants-1978_09
Patent number
US04115382

Reaction notes

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