Hydrochloric Acid → HCID 18349789, compound

HRID 323956Notes

Reaction equation

HRID 323956 reaction equation
[ClH:1].Cl.[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([S:10][CH2:11][C:12]([NH:15][CH2:16][CH2:17][CH2:18][N:19]2[CH:23]=[CH:22][N:21]=[CH:20]2)([CH3:14])[CH3:13])=[CH:6][CH:5]=1.I([O-])(=O)(=O)=[O:25].[Na+].Cl>CO.CCOCC>[ClH:3].[ClH:1].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH2:11][C:12]([NH:15][CH2:16][CH2:17][CH2:18][N:19]2[CH:23]=[CH:22][N:21]=[CH:20]2)([CH3:13])[CH3:14])=[O:25])=[CH:6][CH:5]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 18349615HCID 18349615, compoundHCID 23667635Sodium periodate

Product 1

HCID 18349789HCID 18349789, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

N-[2-(4-Chlorophenylthio)-1,1-dimethylethyl]-3-(imidazol-1-yl)propylamine dihydrochloride (1.0 g) was added in one portion to a stirred solution of sodium periodate (0.54 g) in aqueous methanol (15 ml of a 1:1 mixture) at 5-10° C. The mixture was stirred at ambient temperature for 24 hours and then evaporated to dryness. 5M Sodium hydroxide solution was added to the residue and the mixture extracted with dichloromethane to give an oil which was dissolved in ether containing a small amount of absolute alcohol and treated with ethereal hydrogen chloride. The mixture was filtered to give N-[2-(4-chlorophenylsulphinyl)-1,1-dimethylethyl]-3-(imidazol-1-yl)propylamine dihydrochloride, m.p. 208-211° C.

Workup

  1. customevaporated to dryness
  2. addition5M Sodium hydroxide solution was added to the residue
  3. extractionthe mixture extracted with dichloromethane
  4. customto give an oil which
  5. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-a69abcb9a4c44888b088f2999161f9bf
Source dataset
uspto-grants-2001_04
Patent number
US06215001B1

Reaction notes

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