Thiourea → HCID 22413713, compound

HRID 1721673Notes

Reaction equation

HRID 1721673 reaction equation
[C:1]([NH:4][CH2:5][C:6]1[O:7][C:8]([C:12](=O)[CH2:13]Cl)=[CH:9][C:10]=1[CH3:11])(=[O:3])[CH3:2].[NH2:16][C:17]([NH2:19])=[S:18]>C(O)C>[C:1]([NH:4][CH2:5][C:6]1[O:7][C:8]([C:12]2[N:16]=[C:17]([NH2:19])[S:18][CH:13]=2)=[CH:9][C:10]=1[CH3:11])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 10847027HCID 10847027, compound

Product 1

HCID 22413713HCID 22413713, compoundYield 61.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 2-acetamidomethyl-5-chloroacetyl-3-methylfuran (24.8 g) and thiourea (8.2 g) in ethanol (250 ml) was stirred at room temperature for 2 hours. The resulting precipitate was collected by filtration and then dissolved in water (200 ml). The mixture was alkalized with an aqueous potassium carbonate solution. The resulting precipitate was collected by filtration to afford 4-(5-acetylaminomethyl-4-methylfuran-2-yl)-2-aminothiazole (16.7 g).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. dissolutiondissolved in water (200 ml)
  3. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-0c895d5b01104be187a751a883af90f6
Source dataset
uspto-grants-1996_04
Patent number
US05512588

Reaction notes

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