1,4-Dioxane hydrochloride → 1-(5-Bromo-1,3-thiazol-2-yl)methanamine hydrochloride

HRID 230029Notes

Reaction equation

HRID 230029 reaction equation
O1CCOCC1.[ClH:7].[Br:8][C:9]1[S:13][C:12]([CH2:14][NH:15]C(OC(C)(C)C)=O)=[N:11][CH:10]=1>C(O)C>[ClH:7].[NH2:15][CH2:14][C:12]1[S:13][C:9]([Br:8])=[CH:10][N:11]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 23088769Tert-butyl ((5-bromothiazol-2-yl)methyl)carbamate

Product 1

HCID 230887761-(5-Bromo-1,3-thiazol-2-yl)methanamine hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4 N hydrochloric acid dioxane solution (2.3 L) was added dropwise to a solution (1.6 L) of 542 g of 5-bromo-2-t-butoxycarbonylaminomethylthiazole in ethanol at an internal temperature of 40° C. over a period of 1.1 hr. The mixture was stirred until the internal temperature reached 23° C. The precipitated crystal was collected by filtration, was washed twice with ethanol, and was then dried under the reduced pressure to give 394 g of 2-aminomethyl-5-bromothiazole hydrochloride.

Workup

  1. customreached 23° C
  2. filtrationThe precipitated crystal was collected by filtration
  3. washwas washed twice with ethanol
  4. customwas then dried under the reduced pressure

Sources & evidence

ORD record
ord-f192648d27424bdeb68709419849ba84
Source dataset
uspto-grants-2009_07
Patent number
US07563901B2

Reaction notes

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