Hydrogen Bromide → 4-Methyl-N,N-diprop-2-yn-1-ylbenzenesulfonamide

HRID 2353448Notes

Reaction equation

HRID 2353448 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[CH2:15][C:14]3=[CH:16]S[CH:18]=[C:13]3[CH2:12]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.Br.C(O)(=O)CC.C1(O)C=CC=CC=1>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH2:12][C:13]#[CH:18])[CH2:15][C:14]#[CH:16])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 260Hydrogen BromideHCID 996PhenolHCID 1032Propionic AcidHCID 18947051HCID 18947051, compound

Product 1

HCID 3291474-Methyl-N,N-diprop-2-yn-1-ylbenzenesulfonamide

Conditions

Temperature
100 °C

Procedure

A mixture of 5-[(4-methylphenyl)sulfonyl]-5,6-dihydro-4H-thieno[3,4-c]pyrrole (166 mg), hydrobromic acid (1.5 mL, 48% in water), propionic acid (0.26 mL) and phenol (182 mg) was heated at 100° C. for 8 h. The crude product obtained as such was passed through ion exchange resin (Strata-X-C) and eluted with methanol containing 10% ammonium hydroxide to yield the title compound.

Workup

  1. customThe crude product obtained
  2. washeluted with methanol containing 10% ammonium hydroxide

Sources & evidence

ORD record
ord-b2abbd4880f244f8a9e90e6ad706bba3
Source dataset
uspto-grants-2010_07
Patent number
US07750034B2

Reaction notes

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