Water → HCID 69637176, compound

HRID 1825731Notes

Reaction equation

HRID 1825731 reaction equation
[NH2:1][C:2]1[CH:22]=[CH:21][C:5]2[NH:6][C:7](=[O:20])[C:8](=[CH:10][C:11]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[NH:13][CH:12]=3)[S:9][C:4]=2[CH:3]=1.[C:23]([N:27]=[C:28]=[O:29])([CH3:26])([CH3:25])[CH3:24].O>CN(C=O)C>[O:20]=[C:7]1[NH:6][C:5]2[CH:21]=[CH:22][C:2]([NH:1][C:28]([NH:27][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:29])=[CH:3][C:4]=2[S:9][C:8]1=[CH:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[NH:13][CH:12]=1

Participants

5

Reactant 3

HCID 962WaterHCID 62412tert-Butyl isocyanateHCID 57250218HCID 57250218, compound

Product 1

HCID 69637176HCID 69637176, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 7-amino-2-[(indol-3-yl)methylene]-2H-1,4-benzothiazin-3(4H)-one (see Example 38) (0.17 g, 0.55 mmol) and tert-butyl isocyanate (0.17 g, 1.75 mmol) in dry DMF (1 ml) was stirred at room temperature for 4 days. The reaction was poured into water (25 ml) and the precipitated solid was collected by filtration. The precipitate was purified by silica gel chromatography using a gradient of (9:1) to (4:6) toluene:ethyl acetate as the mobile phase.

Workup

  1. filtrationthe precipitated solid was collected by filtration
  2. customThe precipitate was purified by silica gel chromatography

Sources & evidence

ORD record
ord-e420dd1d9ac14808ad0810051afa131e
Source dataset
uspto-grants-2006_05
Patent number
US07049312B1

Reaction notes

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