Hydrochloric Acid → 2-amino-5-(1-methyl-1H-tetrazol-5-ylthio)thiazole

HRID 1656986Notes

Reaction equation

HRID 1656986 reaction equation
C([NH:4][C:5]1[S:6][C:7]([S:10][C:11]2[N:15]([CH3:16])[N:14]=[N:13][N:12]=2)=[CH:8][N:9]=1)(=O)C.Cl>C(O)C>[NH2:4][C:5]1[S:6][C:7]([S:10][C:11]2[N:15]([CH3:16])[N:14]=[N:13][N:12]=2)=[CH:8][N:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 157291852-acetylamino-5-(1-methyl-1H-tetrazol-5-ylthio)thiazole

Product 1

HCID 157291862-amino-5-(1-methyl-1H-tetrazol-5-ylthio)thiazoleYield 48.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-acetylamino-5-(1-methyl-1H-tetrazol-5-ylthio)thiazole (2.0 g) in a mixture of ethanol (20 ml) and aqueous 6N-hydrochloric acid (5 ml) was refluxed for 4 hours with stirring. The reaction mixture was concentrated under reduced pressure and the residue was adjusted to pH 8 using aqueous sodium bicarbonate under ice cooling. The precipitates were collected by filtration, washed with water and the solid was recrystallized from ethanol to give 2-amino-5-(1-methyl-1H-tetrazol-5-ylthio)thiazole (0.81 g, yield: 48.5%). mp: 186°-188° C. (dec.)

Workup

  1. temperaturewas refluxed for 4 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. filtrationThe precipitates were collected by filtration
  4. washwashed with water
  5. customthe solid was recrystallized from ethanol

Sources & evidence

ORD record
ord-d4e50b2974d64392ac9c6cd44176fc69
Source dataset
uspto-grants-1993_10
Patent number
US05256675

Reaction notes

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