Hydrochloric Acid → HCID 12952796, compound

HRID 1995072Notes

Reaction equation

HRID 1995072 reaction equation
I.CO[CH:4](OC)[CH2:5][NH:6][C:7]([S:23][CH2:24][CH3:25])=[N:8][N:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[CH2:11][CH2:10]1.Cl.[OH-].[Na+]>>[CH2:24]([S:23][C:7]1[N:8]([N:9]2[CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)[CH2:11][CH2:10]2)[CH:4]=[CH:5][N:6]=1)[CH3:25]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178477462HCID 178477462, compound

Product 1

HCID 12952796HCID 12952796, compoundYield 100%

Procedure

A mixture of 9 parts of ethyl N-(2,2-dimethoxyethyl)-N'-[4-(4-methoxyphenyl)-1-piperazinyl]carbamimidothioate monohydroiodide and 100 parts of a hydrochloric acid solution 6 N is stirred and refluxed for 1 hour. The reaction mixture is cooled and adjusted to pH 10 with a sodium hydroxide solution 30%. The product is extracted with dichloromethane. The extract is dried, filtered and evaporated. The residue is crystallized from 1,1'-oxybisbutane (activated charcoal), yielding 6 parts (100%) of 1-[2-(ethylthio)-1H-imidazol-1-yl]-4-(4-methoxyphenyl)piperazine; mp. 111.8° C.

Workup

  1. temperaturerefluxed for 1 hour
  2. temperatureThe reaction mixture is cooled
  3. extractionThe product is extracted with dichloromethane
  4. customThe extract is dried
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue is crystallized from 1,1'-oxybisbutane (activated charcoal)

Sources & evidence

ORD record
ord-5b7a90b895ff4a7b95a9d6c9c5defd97
Source dataset
uspto-grants-1983_09
Patent number
US04402957

Reaction notes

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