Ammonium Chloride → 2-(tetrahydro-4H-thiopyran-4-yloxy)aniline

HRID 476742Notes

Reaction equation

HRID 476742 reaction equation
[S:1]1[CH2:6][CH2:5][CH:4]([O:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[N+:14]([O-])=O)[CH2:3][CH2:2]1.[Cl-].[NH4+]>[Fe]>[S:1]1[CH2:2][CH2:3][CH:4]([O:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[NH2:14])[CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 148195992-(tetrahydro-4H-thiopyran-4-yloxy)nitrobenzene

Product 1

HCID 148196002-(tetrahydro-4H-thiopyran-4-yloxy)anilineYield 98.3%

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

Following a reaction similar to that of Example 1 (2) using 5.0 g of 2-(tetrahydro-4H-thiopyran-4-yloxy)nitrobenzene, iron powder and ammonium chloride, there was obtained 4.3 g of 2-(tetrahydro-4H-thiopyran-4-yloxy)aniline.

Sources & evidence

ORD record
ord-67691ff228964e54bcb642c0226d6257
Source dataset
uspto-grants-1989_12
Patent number
US04885367

Reaction notes

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