1,4-Dioxane hydrochloride → HCID 59496739, compound

HRID 449491Notes

Reaction equation

HRID 449491 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][CH:11]([NH:17]C(=O)OC(C)(C)C)[C:12]([N:14]([CH3:16])[CH3:15])=[O:13].O1CCOCC1.Cl>C(#N)C>[NH2:17][CH:11]([CH2:10][C:2]1[S:1][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=1)[C:12]([N:14]([CH3:15])[CH3:16])=[O:13]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 59496618HCID 59496618, compound

Product 1

HCID 59496739HCID 59496739, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The tert-butyl 3-(benzo[d]thiazol-2-yl)-1-(dimethylamino)-1-oxopropan-2-ylcarbamate (0.13 g, 0.37 mmol) was taken up in a 4 M HCl dioxane solution (3 mL) at r.t. After stirring for 1 h. the reaction was concentrated under reduced pressure to give a residue. This was taken up in anhydrous acetonitrile and re-concentrated under reduced pressure 2 times, to finally 2-amino-3-(benzo[d]thiazol-2-yl)-N,N-dimethylpropanamide HCl salt (0.14 g, 100%) as a semisolid residue. Analytical LCMS (M+H)+: m/z=250.1.

Workup

  1. concentrationwas concentrated under reduced pressure
  2. customto give a residue
  3. concentrationre-concentrated under reduced pressure 2 times, to finally 2-amino-3-(benzo[d]thiazol-2-yl)-N,N-dimethylpropanamide HCl salt (0.14 g, 100%) as a semisolid residue

Sources & evidence

ORD record
ord-68e6535222674708850479ce943b1d47
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

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