Thionyl Chloride → HCID 67238997, compound

HRID 571598Notes

Reaction equation

HRID 571598 reaction equation
[IH:1].[NH:2]1[CH2:6][CH2:5][N:4]=[C:3]1[NH:7][C:8]([CH3:12])([CH3:11])[CH2:9]O.S(Cl)([Cl:15])=O>C(Cl)(Cl)Cl>[IH:1].[Cl:15][CH2:9][C:8]([NH:7][C:3]1[NH:2][CH2:6][CH2:5][N:4]=1)([CH3:12])[CH3:11]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 67239223HCID 67239223, compound

Product 1

HCID 67238997HCID 67238997, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

In a 1 L three necked round bottom flask, 48.26 g (0.169 mol) of 2-(4,5-dihydro-1H-imidazol-2-ylamino)-2-methyl-propan-1-ol hydroiodide was dissolved in 400 mL of chloroform. To this, 15 mL (24.46 g, 0.206 mol) of thionyl chloride was added dropwise at room temperature. The reaction was then refluxed for 36 hours after which the solvent was removed by vacuum. The product retained too much solvent after this to afford a yield calculation. NMR 3.56 (s, 4H), 3.35 (m, 2H), 1.28 (d, 6H).

Workup

  1. temperatureThe reaction was then refluxed for 36 hours after which the solvent
  2. customwas removed by vacuum
  3. customthis to afford a yield calculation

Sources & evidence

ORD record
ord-0c4ed45f1c1e474b8762c5a2c7c37c1f
Source dataset
uspto-grants-2015_05
Patent number
US09029189B2

Reaction notes

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