Aniline → 4-(2-Methyl-4-pyridinyloxy)aniline

HRID 2110078Notes

Reaction equation

HRID 2110078 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9](SC2C=CC(N)=CC=2)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].C(OC1C=CC(SC2C=C[C:35]([N+:38]([O-])=O)=[CH:34]C=2)=CC=1)CCC.[NH2:41]C1C=CC=CC=1.FC(F)(F)C1C=C(C=CC=1SC1C=CN=CC=1)N>CCOC(C)=O>[CH3:4][C:3]1[CH:2]=[C:1]([O:5][C:6]2[CH:7]=[CH:8][C:9]([NH2:41])=[CH:10][CH:11]=2)[CH:34]=[CH:35][N:38]=1

Participants

6

Reactant 4

HCID 6115AnilineHCID 123379651-Butoxy-4-[(4-nitrophenyl)sulfanyl]benzeneHCID 123379694-[(4-Butoxyphenyl)sulfanyl]anilineHCID 23023094HCID 23023094, compound

Product 1

HCID 230230754-(2-Methyl-4-pyridinyloxy)aniline

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4-(4-Butoxyphenyl)thioaniline: 4-(4-Butoxyphenyl)thio-1-nitrobenzene was reduced to the aniline in a manner analagous to that used in the preparation of 3-(trifluoromethyl)-4-(4-pyridinylthio)aniline (Method B3b, Step 2): TLC (33% EtOAc/77% hexane) Rf 0.38. A16. General Method for Synthesis of Substituted Anilines by the Acylation of Diaminoarenes

Sources & evidence

ORD record
ord-5dacecc7768b447187dd34983cce4998
Source dataset
uspto-grants-2009_04
Patent number
US07517880B2

Reaction notes

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