6-Isocyanato-2,3-dihydro-1,4-benzodioxine → 1-Benzylindolin-5-yl 2,3-dihydro-1,4-benzodioxin-6-ylcarbamate

HRID 2360125Notes

Reaction equation

HRID 2360125 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([OH:17])=[CH:14][CH:15]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:18]1[C:23]2[CH:24]=[CH:25][C:26]([N:28]=[C:29]=[O:30])=[CH:27][C:22]=2[O:21][CH2:20][CH2:19]1>>[O:18]1[C:23]2[CH:24]=[CH:25][C:26]([NH:28][C:29](=[O:30])[O:17][C:13]3[CH:12]=[C:11]4[C:16](=[CH:15][CH:14]=3)[N:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:9][CH2:10]4)=[CH:27][C:22]=2[O:21][CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 27761726-Isocyanato-2,3-dihydro-1,4-benzodioxineHCID 866598571-Benzylindolin-5-ol

Product 1

HCID 468661421-Benzylindolin-5-yl 2,3-dihydro-1,4-benzodioxin-6-ylcarbamate

Procedure

The title compound was synthesized from 1-benzylindolin-5-ol (30.0 mg, 0.133 mmol) using the same procedure employed for Example 2 (2), but with 2,3-dihydro-1,4-benzodioxin-6-ylisocyanate instead of 4-isopropylphenylisocyanate. The product was obtained as a solid (29.1 mg, 50%) having the following characteristics.

Sources & evidence

ORD record
ord-d2b1a1776e7743959d6156d943a9e34d
Source dataset
uspto-grants-2014_04
Patent number
US08686024B2

Reaction notes

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