Ammonium Chloride → Thiophene-2-carboxylic acid [3-amino-4-(4-hydroxy-phenylsulfanyl)-phenyl]-amide

HRID 605253Notes

Reaction equation

HRID 605253 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16]([C:18]3[S:19][CH:20]=[CH:21][CH:22]=3)=[O:17])=[CH:11][C:10]=2[N+:23]([O-])=O)=[CH:4][CH:3]=1.[NH4+].[Cl-]>[Fe]>[NH2:23][C:10]1[CH:11]=[C:12]([NH:15][C:16]([C:18]2[S:19][CH:20]=[CH:21][CH:22]=2)=[O:17])[CH:13]=[CH:14][C:9]=1[S:8][C:5]1[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 67040141Thiophene-2-carboxylic acid [4-(4-hydroxy-phenylsulfanyl)-3-nitro-phenyl]-amide

Product 1

HCID 67040212Thiophene-2-carboxylic acid [3-amino-4-(4-hydroxy-phenylsulfanyl)-phenyl]-amideYield 52%

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

The product from Example 240b was reduced with Fe and NH4Cl following the procedure from Example 9E to provide the title compound (800 mg, 52%).

Sources & evidence

ORD record
ord-a6ef51c2520f4d5d9f90e4dd21d41a66
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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