Ammonium Hydroxide → 1,2,3,4-Tetrahydroisoquinoline-7-sulfonamide hydrochloride

HRID 6759

Reaction equation

HRID 6759 reaction equation
C([N:4]1[CH2:13][CH2:12][C:11]2[C:6](=[CH:7][C:8]([S:14]([Cl:17])(=[O:16])=[O:15])=[CH:9][CH:10]=2)[CH2:5]1)(=O)C.[OH-].[NH4+:19]>>[ClH:17].[NH2:19][S:14]([C:8]1[CH:7]=[C:6]2[C:11]([CH2:12][CH2:13][NH:4][CH2:5]2)=[CH:10][CH:9]=1)(=[O:16])=[O:15]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 126069042-Acetyl-1,2,3,4-tetrahydroisoquinoline-7-sulfonyl chloride

Product 1

HCID 220184911,2,3,4-Tetrahydroisoquinoline-7-sulfonamide hydrochloride

Procedure

Ammonium hydroxide (conc., 20 mL) was added to 2-acetyl-1,2,3,4-tetrahydro-isoquinoline-7-sulfonyl chloride (2 g). The mixture was stirred at rt for 16 h. The ammonium hydroxide was evaporated under vacuum and hydrochloric acid (10%, 50 mL) was added to the residue. The mixture was heated at reflux for 4 h and the aqueous was evaporated under vacuum to afford 7-aminosulfonyl-1,2,3,4-tetrahydro-isoquinoline hydrochloride (1.5 g).

Workup

  1. customThe ammonium hydroxide was evaporated under vacuum and hydrochloric acid (10%, 50 mL)
  2. additionwas added to the residue
  3. temperatureThe mixture was heated
  4. temperatureat reflux for 4 h
  5. customthe aqueous was evaporated under vacuum

Sources & evidence

ORD record
ord-74c281cf5f35456f95f2ed72d145c0cd
Source dataset
uspto-grants-2006_08
Patent number
US07084154B2

Linked notes

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