Dimethyl Sulfoxide → HCID 23048847, compound

HRID 2106779Notes

Reaction equation

HRID 2106779 reaction equation
Br.Br.[CH3:3][C:4]1[CH:9]=[C:8]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:7]=[CH:6][C:5]=1[OH:16].F[C:18]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=1.C(=O)([O-])[O-].[Na+].[Na+].CS(C)=O>O>[CH3:3][C:4]1[CH:9]=[C:8]([N:10]2[CH2:11][CH2:12][N:13]([C:18]3[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=3)[CH2:14][CH2:15]2)[CH:7]=[CH:6][C:5]=1[OH:16]

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 9590p-FluoronitrobenzeneHCID 10340Sodium CarbonateHCID 23048851HCID 23048851, compound

Product 1

HCID 23048847HCID 23048847, compoundYield 92.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 123.8 parts of 2-methyl-4-(1-piperazinyl)phenol dihydrobromide, 49.4 parts of 1-fluoro-4-nitrobenzene, 58.2 parts of sodium carbonate and 300 parts of dimethyl sulfoxide was stirred over weedend at room temperature. The reaction mixture was poured into water. The product was filtered of, washed with 2-propanol and dried, yielding 101.2 parts (92.3%) of 2-methyl-4-[4-(4-nitrophenyl)-1-piperazinyl]phenol as a solid residue (compound 1.12).

Workup

  1. filtrationThe product was filtered of,
  2. washwashed with 2-propanol
  3. customdried

Sources & evidence

ORD record
ord-73b7afb9e24a4302bc0943d77aec9349
Source dataset
uspto-grants-1990_06
Patent number
US04931444

Reaction notes

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