Triethylamine → HCID 117776749, compound

HRID 1748419Notes

Reaction equation

HRID 1748419 reaction equation
Br[CH2:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[C:5]([Cl:10])[C:4]=1[OH:11].N[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[SH:19].C([N:22](CC)CC)C>C1COCC1>[NH2:22][S:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[CH2:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[C:5]([Cl:10])[C:4]=1[OH:11]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 87132-AminothiophenolHCID 20308294HCID 20308294, compound

Product 1

HCID 117776749HCID 117776749, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 2-(bromomethyl)-4,6-dichlorophenol (1.24 g, 4.8 mmol) in THF (20 mL) was added dropwise to a solution of 2-Aminothiophenol (0.60 g, 4.8 mmol) and triethylamine (0.70 mL) in THF (20 mL) and stirred at room temperature for 12 hours. A solid had formed and was filtered out followed by removal of the solvent in vacuum. The crude product was dissolved in dichloromethane, washed with saturated NaCl solution and dried over MgSO4. The product was obtained as a yellow oil in a quantitative yield.

Workup

  1. customA solid had formed
  2. filtrationwas filtered out
  3. customfollowed by removal of the solvent in vacuum
  4. dissolutionThe crude product was dissolved in dichloromethane
  5. washwashed with saturated NaCl solution
  6. dry with materialdried over MgSO4
  7. customThe product was obtained as a yellow oil in a quantitative yield

Sources & evidence

ORD record
ord-48cc10602edf482ba61d32cfc7d47189
Source dataset
uspto-grants-2015_10
Patent number
US09150676B2

Reaction notes

Loading…