Thiourea → HCID 86610339, compound

HRID 1951205Notes

Reaction equation

HRID 1951205 reaction equation
[NH2:1][C:2]([NH2:4])=[S:3].Br[CH:6]([C:10]1[CH:15]=[C:14]([CH3:16])[N:13]=[C:12]([S:17][CH3:18])[N:11]=1)[C:7](=O)[CH3:8]>C(O)C>[CH3:8][C:7]1[N:1]=[C:2]([NH2:4])[S:3][C:6]=1[C:10]1[CH:15]=[C:14]([CH3:16])[N:13]=[C:12]([S:17][CH3:18])[N:11]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 86653056HCID 86653056, compound

Product 1

HCID 86610339HCID 86610339, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Thiourea (2.7 g, 35 mmol) is added to a stirred solution of 1-bromo-1-(6-methyl-2-methylsulfanyl-pyrimidin-4-yl)-propan-2-one (AC3) in ethanol (100 ml) at 60° C. After 30 minutes the reaction is allowed to cool to room temperature. After standing for 18 hours the hydrobromide salt of the titled compound is removed by filtration and washed with diethyl ether. The product is dissolved in water and 2M sodium hydroxide is added to precipitate the titled compound as the free base.

Workup

  1. waitAfter standing for 18 hours
  2. customthe hydrobromide salt of the titled compound is removed by filtration
  3. washwashed with diethyl ether
  4. dissolutionThe product is dissolved in water
  5. addition2M sodium hydroxide is added
  6. customto precipitate the titled compound as the free base

Sources & evidence

ORD record
ord-37284cf9d09842adb97d267694efbe62
Source dataset
uspto-grants-2013_03
Patent number
US08404684B2

Reaction notes

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