Hydrochloric Acid → HCID 22758348, compound

HRID 1415271Notes

Reaction equation

HRID 1415271 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:12](=O)[CH2:13][CH2:14][CH2:15][N:16]([CH3:28])[CH2:17][C:18]2[CH:27]=[CH:26][C:23]([O:24][CH3:25])=[C:20]([O:21][CH3:22])[CH:19]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11].[CH2:30]([SH:34])[CH2:31][CH2:32][SH:33].Cl.[OH-:36].[Na+].[OH2:38]>C(Cl)(Cl)Cl>[C:23]([OH:24])(=[O:38])[C:20]([OH:36])=[O:21].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:12]2([CH2:13][CH2:14][CH2:15][N:16]([CH3:28])[CH2:17][C:18]3[CH:27]=[CH:26][C:23]([O:24][CH3:25])=[C:20]([O:21][CH3:22])[CH:19]=3)[S:34][CH2:30][CH2:31][CH2:32][S:33]2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 80131,3-PropanedithiolHCID 14798Sodium HydroxideHCID 70620281HCID 70620281, compound

Product 1

HCID 22758348HCID 22758348, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

10 g of 3', 4'-dimethoxy-4-(methylveratrylamino)butyrophenone hydrochloride are dissolved in 50 ml of chloroform and treated with 3.25 g of 1,3-propanedithiol. Hydrogen chloride is conducted into the mixture at room temperature. After standing for 24 hours, the mixture is poured on to water, made basic with 3-N sodium hydroxide and extracted with ether. After drying and evaporation of the solvent, the oily residue is dissolved in acetone and treated with an equivalent amount of anhydrous oxalic acid. The crystalline precipitate is recrystallized from acetone. There is obtained 2-(3,4-dimethoxyphenyl)-N-methyl-N-veratryl-m-dithiane-2-propylamine oxalate (1:1) of melting point 133°-136° C.

Workup

  1. customis conducted into the mixture at room temperature
  2. extractionextracted with ether
  3. customAfter drying
  4. customevaporation of the solvent
  5. dissolutionthe oily residue is dissolved in acetone
  6. additiontreated with an equivalent amount of anhydrous oxalic acid
  7. customThe crystalline precipitate is recrystallized from acetone

Sources & evidence

ORD record
ord-1ac39b36ccbc4c54acd7dfd716a81797
Source dataset
uspto-grants-1977_01
Patent number
US04003914

Reaction notes

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