Hydrochloric Acid → HCID 86734364, compound

HRID 1414525Notes

Reaction equation

HRID 1414525 reaction equation
Cl[CH2:2][CH2:3][C:4]1([CH2:18][CH2:19]Cl)[C:17]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[S:11][C:10]2[C:5]1=[CH:6][CH:7]=[CH:8][CH:9]=2.[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.Cl>O>[CH2:21]([N:28]1[CH2:19][CH2:18][C:4]2([C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[S:11][C:10]3[C:5]2=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH2:3][CH2:2]1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7504BenzylamineHCID 21487798HCID 21487798, compound

Product 1

HCID 86734364HCID 86734364, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 9,9-bis(2'-chloroethyl)thioxanthene (3.4 g.) and benzylamine (10 ml.) is heated under reflux for 2 hours, cooled diluted with water (100 ml.) and acidified with concentrated hydrochloric acid. The liquid is decanted from the residual gum which is triturated with water (200 ml.) when it solidifies. The solid is crystallised from ethanol to give 1'-benzylthioxanthene-9-spiro-4'-piperidine, m.p. 248° C. Addition of ether to the ethanolic filtrate remaining after removal, by filtration, of the base, yields 1' -benzylthioxanthene-9-spiro-4'-piperidine hydrochloride, m.p. 263°-266° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 2 hours
  3. temperaturecooled
  4. customThe liquid is decanted from the residual gum which
  5. customis triturated with water (200 ml.) when it
  6. customThe solid is crystallised from ethanol

Sources & evidence

ORD record
ord-a9e2ad7b393946c3aa0effd7ca781436
Source dataset
uspto-grants-1977_01
Patent number
US04001418

Reaction notes

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