Thiourea → HCID 21914982, compound

HRID 2117938Notes

Reaction equation

HRID 2117938 reaction equation
[Br:1][CH:2]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([I:17])=[CH:13][CH:12]=1)[C:3](=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[NH2:18][C:19]([NH2:21])=[S:20]>C(O)C>[BrH:1].[NH2:21][C:19]1[S:20][C:2]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([I:17])=[CH:13][CH:12]=2)=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:18]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 21915295HCID 21915295, compound

Product 1

HCID 21914982HCID 21914982, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 3-bromo-4-(4-iodophenyl)-2-oxobutanoate (1.32 g) was dissolved in ethanol (26 ml), and then, thiourea (244 mg) was added to the solution. The reaction mixture was refluxed for 1 h under nitrogen atmosphere. The cooled reaction mixture was evaporated in vacuo. The crude material was triturated with diethyl ether to give ethyl 2-amino-5-(4-iodobenzyl)-1,3-thiazole-4-carboxylate hydrobromide as a pale yellow solid.

Workup

  1. temperatureThe reaction mixture was refluxed for 1 h under nitrogen atmosphere
  2. customThe cooled reaction mixture
  3. customwas evaporated in vacuo
  4. customThe crude material was triturated with diethyl ether

Sources & evidence

ORD record
ord-1c5867e1fd57463a97f44dce7fda2830
Source dataset
uspto-grants-2008_10
Patent number
US07442715B2

Reaction notes

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