Thiophenol → HCID 67169620, compound

HRID 872836Notes

Reaction equation

HRID 872836 reaction equation
[Br:1][C:2]1[O:3][C:4](/[CH:7]=[CH:8]/[N+:9]([O-:11])=[O:10])=[CH:5][CH:6]=1.[CH:12]1[CH:17]=[CH:16][C:15]([SH:18])=[CH:14][CH:13]=1.C(NC1CCCCC1)(C)C>C(Cl)Cl>[Br:1][C:2]1[O:3][C:4]([CH:7]([S:18][C:15]2[CH:16]=[CH:17][CH:12]=[CH:13][CH:14]=2)[CH2:8][N+:9]([O-:11])=[O:10])=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 7969ThiophenolHCID 62386CyclohexylisopropylamineHCID 11435907HCID 11435907, compound

Product 1

HCID 67169620HCID 67169620, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Bromo-5-((E)-2-nitrovinyl)furan (1.50 g, 0.006880 mol), thiofenol (0.91 ml, 0.99 g, 0.008945 mol) and N-isopropylcyclohexylamine (0.1 ml, 0.085 g, 0.0006017 mol) in dry methylene chloride (150 ml) was stirred in nitrogen atmosphere at RT for 4.5 h. Then the solution was washed with water, dried with Na2SO4 and evaporated. The product was stored in a freezer. 1H NMR (400 MHz, DMSO-d6): 4.94-5.01 (1H, m), 5.11-5.17 (2H, m), 6.37 (1H, d), 6.49 (1H, d), 7.38 (5H, m).

Workup

  1. washThen the solution was washed with water
  2. dry with materialdried with Na2SO4
  3. customevaporated

Sources & evidence

ORD record
ord-755d23e79efa4cea81214acc85db95d9
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

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