Water → HCID 178527836, compound

HRID 237000Notes

Reaction equation

HRID 237000 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[CH:10][NH:11][C:12]=2[C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)=[CH:4][CH:3]=1.[S].C1[S:23](=O)(=O)CCC1.O>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]([SH:23])[NH:11][C:12]=2[C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 31347SulfolaneHCID 5362487SulfurHCID 20277966HCID 20277966, compound

Product 1

HCID 178527836HCID 178527836, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
200 °C

Procedure

A mixture of 9.4 g of 4-(4-chlorophenyl)-5-(2-thienyl)-1H-imidazole, 2 g of sulfur, and 50 ml of tetramethylene sulfone was stirred under nitrogen and heated to 200° C. for 8 hrs. It was cooled, poured into water, filtered and washed well with water to give 11.5 g. This was dissolved in dimethylformamide and chromatographed on a column 6 cm diameter by 125 cm long of alumina (Woelm neutral activity grade 1) using dimethylformamide to elute. A yield of 5.6 g was obtained as the dimethylformamide adduct. A sample was dried by heating under a high vacuum, m.p. 274.5°-276° C.

Workup

  1. temperatureIt was cooled
  2. filtrationfiltered
  3. washwashed well with water
  4. customto give 11.5 g
  5. customchromatographed on a column 6 cm diameter by 125 cm long of alumina (Woelm neutral activity grade 1)
  6. washto elute
  7. customA yield of 5.6 g was obtained as the dimethylformamide adduct
  8. customA sample was dried
  9. temperatureby heating under a high vacuum, m.p. 274.5°-276° C.

Sources & evidence

ORD record
ord-62dbe4bc59db4ee0935162aad71bd97a
Source dataset
uspto-grants-1979_06
Patent number
US04159338

Reaction notes

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