3,5-bis-(1,1-dimethylethyl)-4-hydroxy-N-[(4-nitrophenyl)methyl]-benzamide → 5-{[4-(4-Aminophenyl)-1-piperazinyl]carbonyl}-benzene-1,2,3-triol

HRID 393850Notes

Reaction equation

HRID 393850 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([C:16]([C:18]3[CH:19]=[C:20]([OH:26])[C:21]([OH:25])=[C:22]([OH:24])[CH:23]=3)=[O:17])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O.CC(C1C=C(C=C(C(C)(C)C)C=1O)C(NCC1C=CC([N+]([O-])=O)=CC=1)=O)(C)C>>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:11][CH2:12][N:13]([C:16]([C:18]3[CH:23]=[C:22]([OH:24])[C:21]([OH:25])=[C:20]([OH:26])[CH:19]=3)=[O:17])[CH2:14][CH2:15]2)=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 219185543,5-bis-(1,1-dimethylethyl)-4-hydroxy-N-[(4-nitrophenyl)methyl]-benzamideHCID 21918696HCID 21918696, compound

Product 1

HCID 219186315-{[4-(4-Aminophenyl)-1-piperazinyl]carbonyl}-benzene-1,2,3-triolYield 61%

Procedure

The experimental protocol used is the same as that described for intermediate 2.2, with 5-{[4-(4-nitrophenyl)-1-piperazinyl]carbonyl}-benzene-1,2,3-triol replacing the 3,5-bis-(1,1-dimethylethyl)-4-hydroxy-N-[(4-nitrophenyl)methyl]-benzamide. A beige powder is obtained with a yield of 61%. This is used directly in the following stage without additional purification.

Workup

  1. customA beige powder is obtained with a yield of 61%
  2. customThis is used directly in the following stage without additional purification

Sources & evidence

ORD record
ord-caf7523784c8430783e440b062e4c6e6
Source dataset
uspto-grants-2004_10
Patent number
US06809088B2

Reaction notes

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