(3-Mercaptopropyl)ammonium chloride → HCID 178479415, compound

HRID 67979

Reaction equation

HRID 67979 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][CH2:5][SH:6].[O-]CC.[Na+].Cl.[NH:12]([C:16]1[S:17][CH:18]=[C:19]([CH2:21][Cl:22])[N:20]=1)[C:13]([NH2:15])=[NH:14]>C(O)C>[ClH:22].[NH:12]([C:16]1[S:17][CH:18]=[C:19]([CH2:21][S:6][CH2:5][CH2:4][CH2:3][NH2:2])[N:20]=1)[C:13]([NH2:15])=[NH:14]

Participants

5

Reactant 3

HCID 197870(3-Mercaptopropyl)ammonium chlorideHCID 2723922Sodium ethoxideHCID 178479412HCID 178479412, compound

Product 1

HCID 178479415HCID 178479415, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
0 °C

Procedure

3-Aminopropanethiol hydrochloride (2.54 g.) in ethanol (20 ml.) was added to a solution of sodium ethoxide (1 g. Na in 25 ml. ethanol) at 0° C. under a nitrogen atmosphere. The suspension was stirred at 0° C. for 2 hours and a solution of 2-guanidino-4-chloromethylthiazole hydrochloride (2.27 g.) in ethanol (25 ml.) was then added. The suspension was allowed to reach room temperature and stirred for 16 hours. Filtration of the suspension and acidification of the filtrate with concentrated hydrochloric acid gave a precipitate of 2-guanidino-4-[(3-aminopropyl)thiomethyl]thiazole hydrochloride, m.p. >350° C.

Workup

  1. customto reach room temperature
  2. stirringstirred for 16 hours
  3. filtrationFiltration of the suspension and acidification of the filtrate with concentrated hydrochloric acid

Sources & evidence

ORD record
ord-fff63280a66241e8a98f14443a642da1
Source dataset
uspto-grants-1982_08
Patent number
US04347370

Linked notes

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