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Hydrochloric Acid → 4-(5-Aminomethylfuran-2-yl)-2-(diaminomethyleneamino)thiazole

HRID 1033049
Notes
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Reaction equation

HRID 1033049 reaction equation
C([NH:4][CH2:5][C:6]1[O:10][C:9]([C:11]2[N:12]=[C:13]([N:16]=[C:17]([NH2:19])[NH2:18])[S:14][CH:15]=2)=[CH:8][CH:7]=1)(=O)C.Cl.C(=O)([O-])[O-].[K+].[K+]>>[NH2:4][CH2:5][C:6]1[O:10][C:9]([C:11]2[N:12]=[C:13]([N:16]=[C:17]([NH2:19])[NH2:18])[S:14][CH:15]=2)=[CH:8][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 117783664-(5-Acetylaminomethylfuran-2-yl)-2-(diaminomethyleneamino)thiazole

Product 1

HCID 103992684-(5-Aminomethylfuran-2-yl)-2-(diaminomethyleneamino)thiazoleYield 99.7%

Procedure

A solution of 4-(5-acetylaminomethylfuran-2-yl)-2-(diaminomethyleneamino)thiazole (4.76 g) in 1N-hydrochloric acid (51.1 ml) was refluxed for 8 hours with stirring. The solution was made basic to pH 10 with an aqueous potassium carbonate. The resulting precipitate was collected by filtration and washed with water to afford 4-(5-aminomethylfuran-2-yl)-2-(diaminomethyleneamino)thiazole (4.03 g).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-7401d3bde3de47acabaa59149a105009
Source dataset
uspto-grants-1994_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05308857

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes