Hydrochloric Acid → 3-Amino-3-cyclopropyl-2,2-dimethylpropanenitrile hydrochloride

HRID 446935Notes

Reaction equation

HRID 446935 reaction equation
[C:1]([C:3]([CH3:16])([CH3:15])[CH:4]([NH:8]S(C(C)(C)C)=O)[CH:5]1[CH2:7][CH2:6]1)#[N:2].[ClH:17].O1CCOCC1>CO>[ClH:17].[NH2:8][CH:4]([CH:5]1[CH2:7][CH2:6]1)[C:3]([CH3:16])([CH3:15])[C:1]#[N:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 670089482-Methylpropane-2-sulfinic acid (2-cyano-1-cyclopropyl-2,2-dimethyl-ethyl)-amide

Product 1

HCID 575165883-Amino-3-cyclopropyl-2,2-dimethylpropanenitrile hydrochlorideYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-methylpropane-2-sulfinic acid (2-cyano-1-cyclopropyl-2,2-dimethyl-ethyl)-amide (0.70 g, 2.90 mmol) in MeOH (5 mL) at room temperature was added 4.0 M HCl in dioxane (1.5 mL, 6.0 mmol). The reaction mixture was stirred at room temperature for 15 min then concentrated to afford 0.45 g (89%, 2 steps) of 3-amino-3-cyclopropyl-2,2-dimethyl-propionitrile hydrochloride as a white solid.

Workup

  1. concentrationthen concentrated

Sources & evidence

ORD record
ord-9087984af18f48c992e946aa70e4379e
Source dataset
uspto-grants-2013_07
Patent number
US08481541B2

Reaction notes

Loading…