Dimethylformamide → HCID 13136580, compound

HRID 46763Notes

Reaction equation

HRID 46763 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([SH:20])[NH:12][C:13]=2[C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[CH:5][CH:4]=1.CN(C)C=O.[H-].[Na+].Br[CH:29]([CH3:31])[CH3:30]>O>[CH3:30][CH:29]([S:20][C:11]1[NH:12][C:13]([C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[C:9]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)[N:10]=1)[CH3:31]

Participants

6

Reactant 4

HCID 6228Dimethylformamide2×HCID 63582-BromopropaneHCID 24758Sodium hydrideHCID 178489022HCID 178489022, compound

Product 1

HCID 13136580HCID 13136580, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-(4-Methoxyphenyl)-5-(4-pyridyl)-2-mercaptoimidazole (2.2 g, 8 mm) was covered with 25 ml of dimethylformamide and sodium hydride (13 mm) was added. 2-Bromopropane (1.10 g, 9.5 mm) was added in a dimethylformamide solution (20 ml) and the reaction was allowed to stir at room temperature overnight. Pouring the solution into water precipitated the product which was taken up in chloroform, dried and evaporated to an oil which crystallized by the addition of ether. Yield of the title product was 1.5 g, m.p. 206°-210°.

Workup

  1. additionwas added
  2. customprecipitated the product which
  3. customdried
  4. customevaporated to an oil which
  5. customcrystallized by the addition of ether

Sources & evidence

ORD record
ord-b4a8def2589a4c8f88957f7244cfa335
Source dataset
uspto-grants-1979_11
Patent number
US04175127

Reaction notes

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