Hydrochloric Acid → 4-Methylbenzene-1-carboximidamide hydrochloride

HRID 277716

Reaction equation

HRID 277716 reaction equation
[C:1]1([CH3:9])[CH:6]=[CH:5][C:4]([C:7]#[N:8])=[CH:3][CH:2]=1.C[Si]([N-:14][Si](C)(C)C)(C)C.[Li+].[ClH:20]>C(OCC)C>[ClH:20].[CH3:9][C:1]1[CH:6]=[CH:5][C:4]([C:7]([NH2:14])=[NH:8])=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7724p-TolunitrileHCID 2733832Lithium Hexamethyldisilazide

Product 1

HCID 1227534-Methylbenzene-1-carboximidamide hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 12.4 g p-tolunitrile in 500 mL of diethyl ether was added 23 g of solid lithium bis(trimethylsilyl)amide at ambient temperature. The mixture was stirred for 2 hours then hydrolysed with 10% HCl at 0° C. The mixture was stirred for an additional 30 minutes and then concentrated to dryness to yield 6 g of 4-methylbenzamidine hydrochloride which was used in the next step without further purification

Workup

  1. stirringThe mixture was stirred for an additional 30 minutes
  2. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-ccae716fff614d96b314b2834a64e6ec
Source dataset
uspto-grants-2002_03
Patent number
US06358955B1

Linked notes

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