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

HRID 37778

Reaction equation

HRID 37778 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH2:10][CH:9]([NH:11][CH2:12][CH2:13][CH3:14])[CH2:8][CH2:7][C:5]=2[N:6]=1.[ClH:15]>C(OC(C)C)(=O)C>[ClH:15].[ClH:15].[NH2:1][C:2]1[S:3][C:4]2[CH2:10][CH:9]([NH:11][CH2:12][CH2:13][CH3:14])[CH2:8][CH2:7][C:5]=2[N:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 48854,5,6,7-Tetrahydro-N6-propyl-2,6-benzothiazolediamine2×

Product 1

HCID 13670715N6-Propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine hydrogen chloride (1:2)

Reagents, catalysts & solvents 1

HCID 7915Isopropyl AcetateSolvent2×

Conditions

Temperature
15 °C

Procedure

An alternate method for conversion of the sulfonate or halide salts of 2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole to an HCl salt involves the use of a concentrated solution of HCl and isopropyl acetate (IPAC). A sulfonate or halide salt of 2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole may be taken up in IPAC and cooled to 15° C. HCl (gas) may be bubbled into the slurry for about 1 hour, after which the mixture may be filtered, washed with IPAC and dried under vacuum at room temperature to afford a 2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole dihydrochloride salt. A detailed example of this synthesis may be found in Example 9.

Workup

  1. customHCl (gas) may be bubbled into the slurry for about 1 hour
  2. filtrationafter which the mixture may be filtered
  3. washwashed with IPAC
  4. customdried under vacuum at room temperature

Sources & evidence

ORD record
ord-6fd1d7b397a74853bd84524d807b4c37
Source dataset
uspto-grants-2013_09
Patent number
US08524695B2

Linked notes

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