Diisopropyl Ether → HCID 178503899, compound

HRID 1033074Notes

Reaction equation

HRID 1033074 reaction equation
NC[C:3]1O[C:6]([C:8]2[N:9]=[C:10]([N:13]=[C:14]([NH2:16])[NH2:15])[S:11][CH:12]=2)=[CH:5][CH:4]=1.C([O:20][CH:21](C)C)(C)C>C(O)C>[NH2:16][C:14](=[N:13][C:10]1[S:11][CH:12]=[C:8]([C:6]2[CH:5]=[C:4]([CH2:3][NH:9][C:10](=[N:13][C:14]#[N:15])[S:11][CH3:12])[O:20][CH:21]=2)[N:9]=1)[NH2:15]

Participants

4

Reactant 2

HCID 7914Diisopropyl EtherHCID 103992684-(5-Aminomethylfuran-2-yl)-2-(diaminomethyleneamino)thiazole

Product 1

HCID 178503899HCID 178503899, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-(5-aminomethylfuran-2yl)-2-(diaminomethyleneamino)thiazole (8.00 g) and dimethyl-N-cyanodithioiminocarbonate (2.54 g) in ethanol (80 ml) was refluxed for two hours with stirring. After cooling to room temperature, diisopropyl ether (80 ml) was added and the resulting precipitate was collected filtration. Recrystallization from a mixture of N,N-dimethylformamide and ethyl acetate to give 2-(diaminomethyleneamino)-4-[5-(3-cyano-2-methyl-1-isothioureido)methylfuran-3-yl]thiazole (10.2 g).

Workup

  1. temperaturewas refluxed for two hours
  2. customthe resulting precipitate was collected
  3. filtrationfiltration
  4. customRecrystallization
  5. additionfrom a mixture of N,N-dimethylformamide and ethyl acetate

Sources & evidence

ORD record
ord-c3808eaf7ea94f0789acd0ec90d710d6
Source dataset
uspto-grants-1994_05
Patent number
US05308857

Reaction notes

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