1-Azido-4-nitrobenzene → HCID 68852179, compound

HRID 1473846Notes

Reaction equation

HRID 1473846 reaction equation
[N:1]([C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=1)=[N+:2]=[N-:3].[CH3:13][Si:14]([C:17]#[C:18][N:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1)([CH3:16])[CH3:15]>C1(C)C=CC=CC=1>[N+:10]([C:7]1[CH:8]=[CH:9][C:4]([N:1]2[C:18]([N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[C:17]([Si:14]([CH3:16])([CH3:15])[CH3:13])[N:3]=[N:2]2)=[CH:5][CH:6]=1)([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 1370491-Azido-4-nitrobenzeneHCID 114694704-[(Trimethylsilyl)ethynyl]morpholine

Product 1

HCID 68852179HCID 68852179, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 1-azido-4-nitrobenzene (0.5 g, 3.0 mmol), 4-((trimethylsilyl)ethynyl)morpholine (1.0 g, 9.0 mmol) and toluene (10 mL) was heated in a sealed tube to 60° C. for 24 h. The reaction mixture was concentrated in vacuo to give 4-(1-(4-nitrophenyl)-4-(trimethylsilyl)-1H-1,2,3-triazol-5-yl)morpholine which was further reduced following procedure D to afford 4-(5-morpholino-4-(trimethylsilyl)-1H-1,2,3-triazol-1-yl)aniline.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-d697923a3ed74c449917bd606416fb1b
Source dataset
uspto-grants-2015_04
Patent number
US09018205B2

Reaction notes

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