1,2-Bis(4-fluorophenyl)-2-hydroxyethanone → HCID 178456614, compound

HRID 2051957Notes

Reaction equation

HRID 2051957 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)O)=O)=[CH:4][CH:3]=1.[CH:19]([NH:22][C:23]([NH2:25])=[S:24])([CH3:21])[CH3:20]>CN(C=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:25]=[C:23]([SH:24])[N:22]([CH:19]([CH3:21])[CH3:20])[C:10]=2[C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 1037861,2-Bis(4-fluorophenyl)-2-hydroxyethanoneHCID 1711921Urea, 1-isopropyl-2-thio-

Product 1

HCID 178456614HCID 178456614, compoundYield 56.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 30 g (0.121 mole) of 4,4'-difluorobenzoin, 14.3 g (0.121 mole) of N-isopropylthiourea and 100 ml DMF was heated at reflux through molecular sieves for five hours. The mixture was cooled to room temperature and the crystalline product was collected, washed with DMF/water, then water, then dried to give 22.7 g of 4,5-bis(4-fluorophenyl)-1-isopropylimidazole-2-thiol as a pale yellow solid, mp 308°-312°.

Workup

  1. temperaturewas heated
  2. temperatureat reflux through molecular sieves for five hours
  3. customthe crystalline product was collected
  4. washwashed with DMF/water
  5. dry with materialwater, then dried

Sources & evidence

ORD record
ord-b125f3dd28b34fc79a6778d4949317ac
Source dataset
uspto-grants-1980_01
Patent number
US04182769

Reaction notes

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