Water → HCID 10039842, compound

HRID 1033060Notes

Reaction equation

HRID 1033060 reaction equation
S(O)(O)(=O)=O.[NH2:6][C:7](=[N:9][C:10]1[S:11][CH:12]=[C:13]([C:15]2[O:16][C:17]([C:20](=O)[NH:21][NH:22][C:23]([NH2:25])=[NH:24])=[CH:18][CH:19]=2)[N:14]=1)[NH2:8].O>[OH-].[NH4+]>[NH2:24][C:23]1[N:25]=[C:20]([C:17]2[O:16][C:15]([C:13]3[N:14]=[C:10]([N:9]=[C:7]([NH2:8])[NH2:6])[S:11][CH:12]=3)=[CH:19][CH:18]=2)[NH:21][N:22]=1

Participants

4

Reactant 2

HCID 962WaterHCID 178513165HCID 178513165, compound

Product 1

HCID 10039842HCID 10039842, compoundYield 60.1%

Reagents, catalysts & solvents 1

HCID 14923Ammonium HydroxideSolvent2×

Procedure

A suspension of 2-(diaminomethyleneamino)-4-(5-guanidinocarbamoylfuran-2-yl-)thiazole sulfate (1.70 g) in concentrated ammonium hydroxide (17 ml) was refluxed with stirring. Additional ammonium hydroxide (8.5 ml) was added twice. After refluxing for 8 hours, water was added to the mixture and the resulting precipitate was collected by filtration, followed by recrystallization from aqueous N,N-dimethylformamide to afford 4-[5-(3-amino-1H-1,2,4-triazol-5-yl)furan-2-yl]-2-(diaminomethyleneamino)thiazole (0.73 g).

Workup

  1. temperaturewas refluxed
  2. temperatureAfter refluxing for 8 hours
  3. filtrationthe resulting precipitate was collected by filtration
  4. customfollowed by recrystallization from aqueous N,N-dimethylformamide

Sources & evidence

ORD record
ord-61442ad378204be3a4c381e834193ba2
Source dataset
uspto-grants-1994_05
Patent number
US05308857

Reaction notes

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