Hydroxylamine → HCID 59556753, compound

HRID 1172966Notes

Reaction equation

HRID 1172966 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH:11]([CH3:13])[CH3:12])[C:5]#[N:6].[NH2:14][OH:15]>CCO>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH:11]([CH3:13])[CH3:12])/[C:5](=[N:14]/[OH:15])/[NH2:6]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 54336731HCID 54336731, compound

Product 1

HCID 59556753HCID 59556753, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
65 °C

Procedure

3-bromo-4-isopropoxybenzonitrile (0.68 g, 2.83 mmol) and hydroxylamine (0.208 ml, 3.12 mmol) were combined in EtOH (20 ml). The reaction mixture was heated at 65° C. for 16 hr. The reaction mixture was concentrated to afford (Z)-3-bromo-N′-hydroxy-4-isopropoxybenzimidamide (0.76 g, 2.78 mmol, 98% yield) as pale yellow solid. LC/MS (Table 1, Method a) Rt=2.89 min.; MS m/z: 275.00 (M+H)+.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-2a28d6564ba845e59af581b40909782a
Source dataset
uspto-grants-2010_11
Patent number
US07834039B2

Reaction notes

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