Hydrochloric Acid → Ethyl 2-(2-aminoethylamino)-5-methylamino-thiazole-4-carboxylate dihydrochloride

HRID 631827Notes

Reaction equation

HRID 631827 reaction equation
C(OC([NH:8][CH2:9][CH2:10][NH:11][C:12]1[S:13][C:14]([NH:22][CH3:23])=[C:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[N:16]=1)=O)(C)(C)C.[ClH:24]>C(O)C>[ClH:24].[ClH:24].[NH2:8][CH2:9][CH2:10][NH:11][C:12]1[S:13][C:14]([NH:22][CH3:23])=[C:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[N:16]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 89825793Ethyl 2-[2-(tert-butoxycarbonylamino)ethylamino]-5-methylamino-thiazole-4-carboxylate

Product 1

HCID 89825996Ethyl 2-(2-aminoethylamino)-5-methylamino-thiazole-4-carboxylate dihydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 2-[2-(tert-butoxycarbonylamino)ethylamino]-5-methylamino-thiazole-4-carboxylate (184 mg, 0.534 mmol) in a mixture of diethyletehr (15 ml) and anhydrous ethanol (15 ml) was added hydrochloric acid (4N in dioxane, 5 ml, 20 mmol) and the mixture was stirred at room temperature for two days. The solids were collected by filtration, washed with diethylether and dried under reduced pressure to yield 145 mg (0.457 mmol, 86%). MS(ESI) m/z=245.1 [M+1]+.

Workup

  1. filtrationThe solids were collected by filtration
  2. washwashed with diethylether
  3. customdried under reduced pressure
  4. customto yield 145 mg (0.457 mmol, 86%)

Sources & evidence

ORD record
ord-c20ac265da35437298bff8358e00b251
Source dataset
uspto-grants-2016_04
Patent number
US09321724B2

Reaction notes

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