2-Aminothiazole → 5-(Imidazo[2,1-b]thiazol-6-yl)-3-nitropyrocatechol hydrobromide

HRID 274470Notes

Reaction equation

HRID 274470 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.[NH2:16][C:17]1[S:18][CH:19]=[CH:20][N:21]=1>C(O)C>[BrH:1].[S:18]1[CH:19]=[CH:20][N:21]2[CH:2]=[C:3]([C:5]3[CH:6]=[C:7]([OH:15])[C:8]([OH:14])=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=3)[N:16]=[C:17]12

Participants

4

Reactant 2

HCID 21552-AminothiazoleHCID 218455962-Bromo-1-(3,4-dihydroxy-5-nitro-phenyl)-ethanone

Product 1

HCID 214591435-(Imidazo[2,1-b]thiazol-6-yl)-3-nitropyrocatechol hydrobromide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2.78 g of 2-bromo-3',4'-dihydroxy-5'-nitroacetophenone, 1.01 g of 2-aminothiazole and 40 ml of ethanol is heated to boiling under reflux for 23 hours. The reaction mixture is then cooled to room temperature and the crystals are removed by filtration under suction. There is obtained 5-(imidazo[2,1-b]thiazol-6-yl)-3-nitropyrocatechol hydrobromide of m.p. 286°-28820 (from methanol).

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 23 hours
  3. customthe crystals are removed by filtration under suction

Sources & evidence

ORD record
ord-5e364a4d4d274bdaae63883439bcc2e6
Source dataset
uspto-grants-1995_02
Patent number
US05389653

Reaction notes

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