Benzene, 1-isocyanato-4-nitro- → HCID 86659864, compound

HRID 2360135Notes

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

Participants

Reactant 2

HCID 66012Benzene, 1-isocyanato-4-nitro-

HCID 866598571-Benzylindolin-5-ol

Product 1

HCID 86659864HCID 86659864, compound

Procedure

The title compound was synthesized from 1-benzylindolin-5-ol (70.0 mg, 0.311 mmol) using the same procedure employed for Example 2 (2), but with 4-nitrophenylisocyanate instead of 4-isopropylphenylisocyanate. The product was obtained as a slightly yellow solid (7.1 mg, 6%) having the following characteristics.

Sources & evidence

ORD record: ord-c5665b1b88704f7a8e34c44e6da706df
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08686024B2

Reaction notes

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