Propanal → HCID 21427380, compound

HRID 438025Notes

Reaction equation

HRID 438025 reaction equation
[P:1]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[O:2]C1C=CC=CC=1.[CH:23]1[C:28]([S:29]([NH2:32])(=[O:31])=[O:30])=[CH:27][CH:26]=[C:25]([Cl:33])[CH:24]=1.[CH:34](=O)[CH2:35][CH3:36]>ClC1C=CC=CC=1>[Cl:33][C:25]1[CH:24]=[CH:23][C:28]([S:29]([NH:32][CH:34]([P:1](=[O:2])([O:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[O:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:35][CH3:36])(=[O:31])=[O:30])=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 527PropanalHCID 7540Triphenyl phosphiteHCID 668244-Chlorobenzenesulfonamide

Product 1

HCID 21427380HCID 21427380, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

When a mixture of 0.25 mole each of triphenyl phosphite and p-chlorobenzenesulfonamide and 0.275 mole of redistilled propionaldehyde in 150 g of chlorobenzene is warmed, heat of reaction is observed at 85°-90°. The temperature is kept at 95°-100° for 1 hr, and then the solvent is removed at reduced pressure. Acetonitrile (150 ml) is added to the residue, and the solution is cooled and filtered, giving 50 g of solid product. Recrystallization of a portion from acetonitrile gives a white solid: mp 136°-138°; 31P nmr(DMSO-d6)- 17.3 ppm.

Workup

  1. temperatureis warmed
  2. temperatureheat of reaction
  3. customis observed at 85°-90°
  4. customthe solvent is removed at reduced pressure
  5. additionAcetonitrile (150 ml) is added to the residue
  6. temperaturethe solution is cooled
  7. filtrationfiltered

Sources & evidence

ORD record
ord-c33b059698864397896ea3ffee959b72
Source dataset
uspto-grants-1977_06
Patent number
US04032601

Reaction notes

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