Hydrochloric Acid → Hydrochloric Acid

HRID 1929633Notes

Reaction equation

HRID 1929633 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][N:10]1[CH:14]=[C:13]([I:15])[N:12]=[C:11]1[CH2:16][CH3:17])(C)(C)C.[ClH:19].O1CCOCC1>C(Cl)Cl>[CH2:16]([C:11]1[N:10]([CH2:9][CH2:8][NH2:7])[CH:14]=[C:13]([I:15])[N:12]=1)[CH3:17].[ClH:19]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 66733720HCID 66733720, compound

Product 2

HCID 313Hydrochloric AcidHCID 66734063HCID 66734063, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To an ice-cooled solution of [2-(2-ethyl-4-iodo-imidazol-1-yl)-ethyl]carbamic acid tert-butyl ester (5.720 g; 15.662 mmol) in DCM (125 ml) was added slowly 4N HCl in dioxane (78 ml; 312 mmol). The resulting suspension was stirred at 0° C. for 15 min., then at rt for 1 h. The volatiles were removed under reduced pressure, then under HV. The product 2-(2-ethyl-4-iodo-imidazol-1-yl)-ethylamine was obtained as a pale beige solid (5.96 g; 100%; presence of 3 eq. of HCl). LC-MS: tR=0.14 min.; [M+H]+=266.24 g/mol.

Workup

  1. waitat rt for 1 h
  2. customThe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-497240f93b30443c91ce314700b3b8cb
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

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