Thionyl Chloride → HCID 178509760, compound

HRID 477971Notes

Reaction equation

HRID 477971 reaction equation
C([NH:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([CH:14](O)[CH2:15][CH2:16][CH2:17][C:18]2[N:19]=[CH:20][N:21]([Si](C)(C)C)[CH:22]=2)=[CH:10][CH:9]=1)=O)(C)(C)C.S(Cl)([Cl:30])=O>>[Cl:30][CH:14]([C:11]1[CH:12]=[CH:13][C:8]([C:6]#[N:5])=[CH:9][CH:10]=1)[CH2:15][CH2:16][CH2:17][C:18]1[N:19]=[CH:20][NH:21][CH:22]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 199304194-[4-(p-tert-Butylaminocarbonylphenyl)-4-hydroxy-n-butyl]-1-trimethylsilylimidazole

Product 1

HCID 178509760HCID 178509760, compound

Procedure

A solution of 4.5 g of 4-[4-(p-tert-butylaminocarbonylphenyl)-4-hydroxy-n-butyl]-1-trimethylsilylimidazole in 50 ml of thionyl chloride is refluxed for 1 h, cooled and evaporated. The residue is partitioned between methylene chloride and aqueous sodium bicarbonate solution. The organic phase is separated, dried over sodium sulfate and evaporated to yield the title compound (c).

Workup

  1. temperaturecooled
  2. customevaporated
  3. customThe residue is partitioned between methylene chloride and aqueous sodium bicarbonate solution
  4. customThe organic phase is separated
  5. dry with materialdried over sodium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-5fbd31894475459982e5655955531d5c
Source dataset
uspto-grants-1989_12
Patent number
US04889861

Reaction notes

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