Hydrochloric Acid → 2-(2-n-Butylguanidino)-4-(2-aminoethyl)thiomethylthiazole hydrochloride
Reaction equation
Cl.[NH2:2][CH2:3][CH2:4][SH:5].[Na].Cl.[CH2:8]([N:12]=[C:13]([NH2:22])[NH:14][C:15]1[S:16][CH:17]=[C:18]([CH2:20][Cl:21])[N:19]=1)[CH2:9][CH2:10][CH3:11].Cl>C(O)C.O>[ClH:21].[CH2:8]([N:12]=[C:13]([NH2:22])[NH:14][C:15]1[S:16][CH:17]=[C:18]([CH2:20][S:5][CH2:4][CH2:3][NH2:2])[N:19]=1)[CH2:9][CH2:10][CH3:11]Participants
Procedure
A solution of 2-aminoethanethiol hydrochloride (1.85 g.) in ethanol (30 ml.) was added to a stirred solution of sodium (0.90 g.) in ethanol (50 ml.) under a nitrogen atmosphere. A solution of 2-(2-n-butylguanidino)-4-chloromethylthiazole hydrochloride (2.20 g.) in ethanol (50 ml.) was added dropwise to the mixture, which was then stirred for 3 hours while warming to room temperature. A mixture of concentrated hydrochloric acid (5 ml.) and water (15 ml.) was then added, and the mixture evaporated to dryness. The residual gummy solid was extracted with boiling ethanol (3×20 ml.) and the residual white solid discarded. The combined ethanolic extracts were filtered and the filtrate evaporated to dryness to give 2-(2-n-butylguanidino)-4-(2-aminoethyl)thiomethylthiazole hydrochloride as a thick gum which was used without further purification.
Workup
- additionwas then added
- customthe mixture evaporated to dryness
- extractionThe residual gummy solid was extracted with boiling ethanol (3×20 ml.)
- filtrationThe combined ethanolic extracts were filtered
- customthe filtrate evaporated to dryness
Sources & evidence
- ORD record
- ord-20f77d70247144efa9ab66cf8bf8cdad
- Source dataset
- uspto-grants-1982_08
- Patent number
- US04347370
Reaction notes
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