Ammonium Chloride → 3-Amino-4-(4-hydroxy-phenylsulfanyl)-phenol

HRID 605181Notes

Reaction equation

HRID 605181 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][C:10]=2[N+:16]([O-])=O)=[CH:4][CH:3]=1.[Cl-].[NH4+]>CCO.[Fe]>[NH2:16][C:10]1[CH:11]=[C:12]([OH:15])[CH:13]=[CH:14][C:9]=1[S:8][C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=1

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 670403614-(4-Hydroxy-phenylsulfanyl)-3-nitro-phenol

Product 1

HCID 670403013-Amino-4-(4-hydroxy-phenylsulfanyl)-phenolYield 98.4%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

The product from Example 153A (1.34 g, 5.09 mmol) was reacted with iron (1.42 g, 25.48 mmol) and ammonium chloride (409 mg, 1.5 mmol) in 20 mL EtOH/20 mL THF/6 mL water following the procedure from Example 9E to provide the title compound (1.168 g, 97%).

Sources & evidence

ORD record
ord-d367880a7bc94cf1b0a8578927c5c122
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

Loading…