Hydrochloric Acid → 5-Phenylsulphonamido-1,2,3,4-tetrahydroisoquinoline hydrochloride

HRID 1194103Notes

Reaction equation

HRID 1194103 reaction equation
C([N:4]1[CH2:13][CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:14][S:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)(=[O:17])=[O:16])[CH2:5]1)(=O)C.[ClH:24]>C(O)CCC>[ClH:24].[C:18]1([S:15]([NH:14][C:10]2[CH:9]=[CH:8][CH:7]=[C:6]3[C:11]=2[CH2:12][CH2:13][NH:4][CH2:5]3)(=[O:17])=[O:16])[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 212717242-Acetyl-5-phenylsulphonamido-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 212717485-Phenylsulphonamido-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A stirred mixture of 2-acetyl-5-phenylsulphonamido-1,2,3,4-tetrahydroisoquinoline (9.4 g), hydrochloric acid (140 ml, 3.0M) and n-butanol (14 ml) was heated under reflux for 6 hours. The solvents were evaporated under reduced pressure and the residue was recrystallised from ethanol to give 5-phenylsulphonamido-1,2,3,4-tetrahydroisoquinoline hydrochloride as a white solid (7.8 g) m.p. 209°-21° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 6 hours
  3. customThe solvents were evaporated under reduced pressure
  4. customthe residue was recrystallised from ethanol

Sources & evidence

ORD record
ord-775b54dbf1b04ac68ae0cb73d7db5c82
Source dataset
uspto-grants-1989_03
Patent number
US04812573

Reaction notes

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