Hydrochloric Acid → HCID 22762736, compound

HRID 1112722Notes

Reaction equation

HRID 1112722 reaction equation
[I:1][C:2]1[C:7]([OH:8])=[C:6]([CH2:9][NH2:10])[CH:5]=[C:4]([C:11]([CH3:14])([CH3:13])[CH3:12])[N:3]=1.[ClH:15]>C(O)C.CCOCC>[ClH:15].[ClH:15].[I:1][C:2]1[C:7]([OH:8])=[C:6]([CH2:9][NH2:10])[CH:5]=[C:4]([C:11]([CH3:14])([CH3:13])[CH3:12])[N:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 1943074-(Aminomethyl)-6-(1,1-dimethylethyl)-2-iodo-3-pyridinol

Product 1

HCID 22762736HCID 22762736, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of 2-iodo-4-aminomethyl-6-(1,1-dimethylethyl)-3-pyridinol (4.8 g., 0.016 mole) in ethanol (50 ml.) is added 12N hydrochloric acid (3 ml.). The resulting solution is diluted slowly with ether (150 ml.) and cooled to 0°-5° C. whereupon a solid is deposited. The solid is collected, washed with ether and air-dried to give 2-iodo-4-aminomethyl-6-(1,1-dimethylethyl)-3-pyridinol dihydrochloride (5.4 g., 91%), m.p. 177°-179° C. with dec. Recrystallization from ether-ethanol-water (125:50:2; v:v:v) affords an analytical sample of the 2-iodo-4-aminomethyl-6-(1,1-dimethylethyl)-3-pyridinol dihydrochloride as colorless needles, m.p. 178°-179° C. with dec.

Workup

  1. temperaturecooled to 0°-5° C. whereupon a solid
  2. customThe solid is collected
  3. washwashed with ether
  4. customair-dried

Sources & evidence

ORD record
ord-1d52512cb9d445a7aaeff88c158c5597
Source dataset
uspto-grants-1978_10
Patent number
US04123537

Reaction notes

Loading…