Tert-Butylamine → HCID 13178322, compound

HRID 1074371

Reaction equation

HRID 1074371 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[S:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[C:8]([S:15](Cl)(=[O:17])=[O:16])=[CH:7]1>O1CCCC1>[C:1]([NH:5][S:15]([C:8]1[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[S:6][CH:7]=1)(=[O:16])=[O:17])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 27763401-Benzothiophene-3-sulfonyl chloride

Product 1

HCID 13178322HCID 13178322, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 25 g of tert-butyl amine in 100 ml of dry tetrahydrofuran was added dropwise with cooling 34 g of benzothiophene-3-sulfonyl chloride. The reaction mixture was allowed to come to room temperature and then poured into 200 g of ice. The phases were separated and the organic portion was washed with water, dried over magnesium sulfate and evaporated in vacuo. The residue thus obtained melted at 146°-148° after recrystallization from alcohol. It showed an absorption peak by NMR at 1.34 δ (singlet), for tert-butyl and 7.4-8.4 δ (multiplet) for benzothiophene consistent for the desired product.

Workup

  1. customto come to room temperature
  2. customThe phases were separated
  3. washthe organic portion was washed with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue thus obtained melted at 146°-148° after recrystallization from alcohol

Sources & evidence

ORD record
ord-c5dc0a21952943dbae1a78ce65def847
Source dataset
uspto-grants-1983_07
Patent number
US04391627

Linked notes

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