Iodine → HCID 11392086, compound

HRID 2382259Notes

Reaction equation

HRID 2382259 reaction equation
[C:1]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].II.O=[C:19]([CH:21]=[C:22]([CH3:24])[CH3:23])[CH3:20]>>[C:4]([O:3][C:1]([NH:8][C:9]1[CH:10]=[C:11]2[C:12](=[CH:13][CH:14]=1)[NH:15][C:22]([CH3:24])([CH3:23])[CH:21]=[C:19]2[CH3:20])=[O:2])([CH3:7])([CH3:6])[CH3:5]

Participants

4

Reactant 3

HCID 807IodineHCID 8858Mesityl oxideHCID 688611tert-Butyl (4-aminophenyl)carbamate

Product 1

HCID 11392086HCID 11392086, compound

Conditions

Temperature
100 °C

Procedure

A mixture of N-Boc-1,4-phenylenediamine (5.0 g) and iodine (1.3 g) in mesityl oxide (25 ml) was stirred at 100° C. for 2 h. The reaction mixture was concentrated in vacuo and the residue was chromatographed on Al2O3 (Alumina B, act. III) in heptane/dichloromethane=8/2 as eluent.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was chromatographed on Al2O3 (Alumina B, act. III) in heptane/dichloromethane=8/2 as eluent

Sources & evidence

ORD record
ord-429a1f67c37a4470a366e632b1052228
Source dataset
uspto-grants-2012_09
Patent number
US08258293B2

Reaction notes

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