Hydrochloric Acid → N6-Propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine hydrogen chloride (1:2)

HRID 1897737

Reaction equation

[ClH:1].[NH2:2][C:3]1(S([O-])(=O)=O)[NH:7][C:6]2[CH2:8][CH2:9][CH:10]([NH:12][CH2:13][CH2:14][CH3:15])[CH2:11][C:5]=2[S:4]1>NC1SC2CC(NCCC)CCC=2N=1.C(OC(C)C)(=O)C>[ClH:1].[ClH:1].[NH2:2][C:3]1[S:4][C:5]2[CH2:11][CH:10]([NH:12][CH2:13][CH2:14][CH3:15])[CH2:9][CH2:8][C:6]=2[N:7]=1

Participants

Conditions

Temperature: 15 °C

Procedure

In another embodiment, of 2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole sulfonate or halide salts (8) may be converted to an HCl salt using a concentrated solution of HCl and isopropyl acetate (IPAC). In such embodiments, 2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole sulfonate or halide salt (8) may be dissolved in IPAC and cooled to about 15° C. HCl (gas) may then be bubbled into the slurry for from about 0.5 hours to 3 hours to produce 2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole dihydrochloride (10), after which the mixture may be filtered, washed with an inert solvent, such as, for example, IPAC and dried under vacuum at room temperature. A detailed example of this synthesis may be found in Example 13.

Workup

customHCl (gas) may then be bubbled into the slurry for from about 0.5 hours to 3 hours

Sources & evidence

ORD record: ord-f9c5fa16aa1d472eb4c38776087d571c
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08519148B2

Linked notes

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