Triethylamine → HCID 117761061, compound

HRID 1748420Notes

Reaction equation

HRID 1748420 reaction equation
Br[CH2:2][C:3]1[CH:8]=[C:7]([Br:9])[CH:6]=[C:5]([Br: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]([Br:9])[CH:6]=[C:5]([Br:10])[C:4]=1[OH:11]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 87132-AminothiophenolHCID 622177alpha,3,5-Tribromo-2-hydroxytoluene

Product 1

HCID 117761061HCID 117761061, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 2-(bromomethyl)-4,6-dibromophenol (1.48 g, 4.3 mmol) in THF (20 mL) was added dropwise to a solution of 2-Aminothiophenol (0.54 g, 4.3 mmol) and triethylamine (0.60 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-fd9e5684b8d14df18d4376d0db64dd4d
Source dataset
uspto-grants-2015_10
Patent number
US09150676B2

Reaction notes

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