Diethyl Ether → HCID 178516079, compound

HRID 981578Notes

Reaction equation

HRID 981578 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][C:15]=1[O:16]C)[CH2:6][N:7]1[CH:11]=[CH:10][N:9]=[C:8]1[SH:12].Cl.N1C=CC=CC=1.C1COCC1.CCOCC>O.CCCCCC>[F:18][C:2]([F:1])([F:19])[C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][C:15]=1[OH:16])[CH2:6][N:7]1[CH:11]=[CH:10][N:9]=[C:8]1[SH:12]

Participants

7

Reactant 4

HCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 10176127Pyridinium chlorideHCID 178490799HCID 178490799, compound

Product 1

HCID 178516079HCID 178516079, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8058HexaneSolvent

Procedure

A mixture of 1-(3'-trifluoromethyl-4'-methoxy- benzyl)-2-mercaptoimidazole (2.0 g) and pyridine hydrochloride (15 g) was melted at 210° for 30 minutes, cooled, diluted with water and extracted with ethyl acetate. The ethyl acetate extracts were treated with charcoal, dried over sodium sulfate and concentrated to give a thick oil. Addition of THF (3 ml), ether (6 ml), and hexane (15 ml) produced yellow crystals. Recrystallization from ethyl acetate/hexane yielded 0.7 g (37%) of cream colored crystals: mp 220° (dec).

Workup

  1. customfor 30 minutes
  2. temperaturecooled
  3. extractionextracted with ethyl acetate
  4. additionThe ethyl acetate extracts were treated with charcoal
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customto give a thick oil
  8. customproduced yellow crystals
  9. customRecrystallization from ethyl acetate/hexane
  10. customyielded 0.7 g (37%) of cream colored crystals

Sources & evidence

ORD record
ord-e185e9536c2d46b9a39efda12f1df2ab
Source dataset
uspto-grants-1991_02
Patent number
US04992459

Reaction notes

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