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

HRID 2260234Notes

Reaction equation

HRID 2260234 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-74b9448a79a34c2ba284afb6adbe362c
Source dataset
uspto-grants-1995_12
Patent number
US05476875

Reaction notes

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