Hydrochloric Acid → HCID 178478808, compound

HRID 1033069Notes

Reaction equation

HRID 1033069 reaction equation
[ClH:1].[NH2:2][C:3](=[N:5][C:6]1[S:7][CH:8]=[C:9]([C:11]2[O:12][C:13]([CH2:16][NH:17][C:18]([NH2:20])=[NH:19])=[CH:14][CH:15]=2)[N:10]=1)[NH2:4]>CO.C(OC(C)C)(C)C>[ClH:1].[ClH:1].[NH2:2][C:3](=[N:5][C:6]1[S:7][CH:8]=[C:9]([C:11]2[O:12][C:13]([CH2:16][NH:17][C:18]([NH2:20])=[NH:19])=[CH:14][CH:15]=2)[N:10]=1)[NH2:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178512750HCID 178512750, compound

Product 1

HCID 178478808HCID 178478808, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 7914Diisopropyl EtherSolvent

Procedure

A solution of hydrogen chloride in methanol (0.19 g/ml, 3 ml) was added slowly to a suspension of 2-(diaminomethyleneamino)-4-(5-guanidinomethylfuran-2-yl)thiazole (500 mg) in methanol (10 ml) with cooling on an ice-water bath. The mixture was stirred with cooling on an ice-water bath for 2 hours. The mixture was diluted with diisopropyl ether (20 ml) and the resulting precipitate was collected by filtration. Recrystallization from a mixture of methanol, tetrahydrofuran and diisopropyl ether afforded 2-(diaminomethyleneamino)-4-(5-guanidinomethylfuran-2-yl)thiazole dihydrochloride (340 mg).

Workup

  1. temperaturewith cooling on an ice-water bath
  2. temperaturewith cooling on an ice-water bath for 2 hours
  3. filtrationthe resulting precipitate was collected by filtration
  4. customRecrystallization
  5. additionfrom a mixture of methanol, tetrahydrofuran and diisopropyl ether

Sources & evidence

ORD record
ord-06d64ca2410640b896deebefd1724647
Source dataset
uspto-grants-1994_05
Patent number
US05308857

Reaction notes

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