Hydrochloric Acid → N1-(4-Methyl-1,3-thiazol-2-yl)ethane-1,2-diamine hydrochloride

HRID 631803Notes

Reaction equation

HRID 631803 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH:7][CH2:8][CH2:9][NH:10]C(=O)OC(C)(C)C)[S:5][CH:6]=1.[ClH:18]>CC(C)=O>[ClH:18].[CH3:1][C:2]1[N:3]=[C:4]([NH:7][CH2:8][CH2:9][NH2:10])[S:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 89825558tert-Butyl N-[2-[(4-methylthiazol-2-yl)amino]ethyl]carbamate

Product 1

HCID 89825772N1-(4-Methyl-1,3-thiazol-2-yl)ethane-1,2-diamine hydrochlorideYield 89%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of tert-butyl N-[2-[(4-methylthiazol-2-yl)amino]ethyl]carbamate (435 mg, 1.69 mmol) in acetone (20 mL) was added HCl (4N in dioxane, 2.6 mL, 10.40 mmol) and the reaction mixture was stirred at room temperature overnight. The resulting precipitate was isolated by filtration, washed with acetone and diethylether and allowed to dry at ambient conditions to yield 290 mg of an off-white solid (1.497 mmol, 89%). MS(ESI) m/z=158.1 [M+1]+.

Workup

  1. customThe resulting precipitate was isolated by filtration
  2. washwashed with acetone and diethylether
  3. customto dry at ambient conditions

Sources & evidence

ORD record
ord-ff1ec0b2c6164156bf766f6567f55375
Source dataset
uspto-grants-2016_04
Patent number
US09321724B2

Reaction notes

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