Hydroxylamine → HCID 62666076, compound

HRID 1497860Notes

Reaction equation

HRID 1497860 reaction equation
[NH2:1][OH:2].[C:3]([C:5]1[CH:6]=[CH:7][C:8]([CH3:19])=[C:9]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH:10]=1)#[N:4]>CCO>[OH:2]/[N:1]=[C:3](/[C:5]1[CH:6]=[CH:7][C:8]([CH3:19])=[C:9]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:15])([CH3:16])[CH3:17])[CH:10]=1)\[NH2:4]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 62105245HCID 62105245, compound

Product 1

HCID 62666076HCID 62666076, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

NH2OH (20 mL, 50% in water) was added to a stirred solution of tert-butyl 5-cyano-2-methylphenylcarbamate (34) (17.5 g, 75.3 mmol) in EtOH (200 mL) and the resulting solution was heated at 50° C. for 10 hours. The solvent was then evaporated and the product was titurated with EtOAc and hexane to obtain a white solid (Z)-tert-butyl 5-(N′-hydroxycarbamimidoyl)-2-methylphenylcarbamate (35) in a quantitative yield which was used without further purification. MS m/z 266.1 (M+1)+.

Workup

  1. customThe solvent was then evaporated

Sources & evidence

ORD record
ord-ffe96ff7fada42c184807d8c691ef691
Source dataset
uspto-grants-2015_12
Patent number
US09199981B2

Reaction notes

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