Thionyl Chloride → [5-(1-Chloro-ethyl)-2-methylsulfanyl-pyrimidin-4-yl]-methyl-amine

HRID 1247652Notes

Reaction equation

HRID 1247652 reaction equation
[CH3:1][NH:2][C:3]1[C:8]([CH:9](O)[CH3:10])=[CH:7][N:6]=[C:5]([S:12][CH3:13])[N:4]=1.S(Cl)([Cl:16])=O>C(Cl)(Cl)Cl>[Cl:16][CH:9]([C:8]1[C:3]([NH:2][CH3:1])=[N:4][C:5]([S:12][CH3:13])=[N:6][CH:7]=1)[CH3:10]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 219089781-(4-Methylamino-2-methylsulfanyl-pyrimidin-5-yl)-ethanol

Product 1

HCID 21908981[5-(1-Chloro-ethyl)-2-methylsulfanyl-pyrimidin-4-yl]-methyl-amineYield 113.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.25 g of the product from Example 11a, supra, were dissolved in 10 mL chloroform and 0.30 g thionyl chloride were added drop-wise. The mixture was refluxed for 2 hrs and evaporated to yield 0.31 g of the title product as the hydrochloride salt.

Workup

  1. temperatureThe mixture was refluxed for 2 hrs
  2. customevaporated

Sources & evidence

ORD record
ord-5cdb65d067d94eadbb9b99aa0cff1d18
Source dataset
uspto-grants-2006_10
Patent number
US07129351B2

Reaction notes

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