Acetic Anhydride → Ethanone, 1-(2,3-dihydro-5-nitro-1H-indol-1-yl)-

HRID 483643

Reaction equation

HRID 483643 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH2:8][CH2:7]2)([O-:3])=[O:2].[C:13](OC(=O)C)(=[O:15])[CH3:14]>N1C=CC=CC=1>[C:13]([N:9]1[C:10]2[C:6](=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:12][CH:11]=2)[CH2:7][CH2:8]1)(=[O:15])[CH3:14]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 362195-Nitroindoline

Product 1

HCID 36566Ethanone, 1-(2,3-dihydro-5-nitro-1H-indol-1-yl)-

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 5-nitroindoline (I, 12.012 g) in pyridine (100ml) and acetic anhydride (50 ml) is stirred for 17 hr under argon. The mixture is then concentrated under reduced pressure to give the title compound, mp 175°-177°; NMR (CDCl3, 300 MHz) 8.28, 8.10, 8.01, 4.23, 3.31 and 2.28 δ; CMR (CDCl3, 75.47 MHz) 23.95, 27.01, 49.11, 115.73, 119.93, 124.27, 132.4, 143.4 and 169.8 δ; IR (CHCl3) 1680, 1600, 1480, 1470, 1390, 1340 and 1320 cm-1.

Workup

  1. concentrationThe mixture is then concentrated under reduced pressure

Sources & evidence

ORD record
ord-bf14d97a85834bd986d21199293f3abb
Source dataset
uspto-grants-1993_07
Patent number
US05225565

Linked notes

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