Thioacetamide → 5-(2-Methyl-4-thiazolyl)-3-nitropyrocatechol hydrobromide

HRID 2254736Notes

Reaction equation

HRID 2254736 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([OH:14])=[C:7]([OH:15])[CH:6]=1)=O.[C:16]([NH2:19])(=[S:18])[CH3:17]>C(O)C>[BrH:1].[CH3:17][C:16]1[S:18][CH:2]=[C:3]([C:5]2[CH:6]=[C:7]([OH:15])[C:8]([OH:14])=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=2)[N:19]=1

Participants

4

Reactant 2

HCID 2723949ThioacetamideHCID 218455962-Bromo-1-(3,4-dihydroxy-5-nitro-phenyl)-ethanone

Product 1

HCID 214591025-(2-Methyl-4-thiazolyl)-3-nitropyrocatechol hydrobromide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.12 g of 2-bromo-3',4'-dihydroxy-5'-nitroacetophenone and 849.3 mg of thioacetamide are heated to boiling under reflux for 18 hours in 40 ml of ethanol. After cooling, the crystals are filtered under suction and recrystallized from methanol/isopropanol. There is obtained 5-(2-methyl-4-thiazolyl)-3-nitropyrocatechol hydrobromide of m.p. 280°-282°.

Workup

  1. temperatureare heated
  2. temperatureAfter cooling
  3. filtrationthe crystals are filtered under suction
  4. customrecrystallized from methanol/isopropanol

Sources & evidence

ORD record
ord-85c4c18121184a77b4a10da4d195bb93
Source dataset
uspto-grants-1993_08
Patent number
US05236952

Reaction notes

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