Hydrochloric Acid → Hydrochloric Acid

HRID 1929645Notes

Reaction equation

HRID 1929645 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][N:10]1[CH:14]=[C:13]([I:15])[N:12]=[CH:11]1)(C)(C)C.[ClH:17].O1CCOCC1>C(Cl)Cl>[I:15][C:13]1[N:12]=[CH:11][N:10]([CH2:9][CH2:8][NH2:7])[CH:14]=1.[ClH:17]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 59278896HCID 59278896, compound

Product 2

HCID 313Hydrochloric AcidHCID 58247266HCID 58247266, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To an ice-cooled solution of [2-(4-iodo-imidazol-1-yl)-ethyl]-carbamic acid tert-butyl ester (6.154 g; 18.253 mmol) in DCM (200 ml) was added slowly 4N HCl in dioxane (91 ml; 364 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-(4-iodo-imidazol-1-yl)-ethylamine was obtained as a colorless solid (5.690 g; 100%; presence of 2 eq. of HCl). LC-MS: tR=0.15 min.; [M+H]+=238.14 g/mol.

Workup

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

Sources & evidence

ORD record
ord-bb1a689988464b35aded2f2d3c4131ec
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

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