Hydroxylamine → N'-hydroxy-3-methylbenzimidamide

HRID 557996

Reaction equation

HRID 557996 reaction equation
[C:1]1(C)C=CC=C(C#N)C=1.NO.[OH:12][N:13]=[C:14]([NH2:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CCO>[OH:12][N:13]=[C:14]([NH2:21])[C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH3:1])[CH:16]=1

Participants

5

Reactant 3

HCID 787HydroxylamineHCID 121043-TolunitrileHCID 69186N'-Hydroxybenzenecarboximidamide

Product 1

HCID 591591N'-hydroxy-3-methylbenzimidamideYield 97.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The reaction of m-tolunitrile (1 g, 8.54 mmol) and hydroxylamine (0.78 cm3, 12.8 mmol, 1.5 eq) in EtOH (8.5 cm3) was performed in the same manner as in the preparation of N′-hydroxybenzimidamide, to give the product N′-hydroxy-3-methylbenzimidamide (1.25 g, 97.7%) as a white solid, mp 92° C. (lit 88-90° C.).

Sources & evidence

ORD record
ord-4d009a67a7424205a959d14cd7c65ff6
Source dataset
uspto-grants-2011_11
Patent number
US08062429B2

Linked notes

Loading…