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

HRID 274467

Reaction equation

HRID 274467 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-a5b3873195ae4150b60aefa9620af38f
Source dataset
uspto-grants-1995_02
Patent number
US05389653

Linked notes

Loading…