Hydrochloric Acid → HCID 19905273, compound

HRID 2371866Notes

Reaction equation

HRID 2371866 reaction equation
[C:1]1([C:7](=[O:16])[CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[S:18]1[CH2:22][CH2:21][NH:20][CH2:19]1.[CH2:23]=O.Cl>>[CH2:9]([CH:8]([CH2:23][N:20]1[CH2:21][CH2:22][S:18][CH2:19]1)[C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[O:16])[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 64802DihydrochalconeHCID 12444283HCID 12444283, compound2×

Product 1

HCID 19905273HCID 19905273, compoundYield 50.1%

Procedure

A mixture containing 10.51 g (0.05 mol) of 1,3-diphenylpropan-1-one, 6.28 g (0.05 mol) of thiazolidine hydrochloride, 3.75 g (0.125 mol) of paraformaldehyde and 25 ml of 37% hydrochloric acid is stirred under reflux for 6 hours. After cooling down, 2.50 g of a white product precipitate from the reaction mixture which is unchanged thiazolidine hydrochloride. After evaporating the filtrate, the light yellow residue weighing 16.52 g is washed thoroughly 3 times with 20 ml of ether each. Thus, 7.80 g of a white powder-like substance are obtained which is suspended in water and the insoluble part is twice recrystallized from 2-propanol to obtain 3.50 g (20.1%) of hydrochloride of the title compound, m.p.: 134° C.

Workup

  1. temperatureunder reflux for 6 hours
  2. temperatureAfter cooling down
  3. customAfter evaporating the filtrate
  4. washis washed thoroughly 3 times with 20 ml of ether each

Sources & evidence

ORD record
ord-bb30014f1362424abb9e44c1e5a7f76d
Source dataset
uspto-grants-1992_03
Patent number
US05096902

Reaction notes

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