Acetic Acid → 3-Methoxy-4-(2-thienyl)benzenamine

HRID 2290551Notes

Reaction equation

HRID 2290551 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[C:12]1[S:13][CH:14]=[CH:15][CH:16]=1.C(O)(=O)C>O.[Fe]>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH:6]=[CH:5][C:4]=1[C:12]1[S:13][CH:14]=[CH:15][CH:16]=1)[NH2:9]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 13768627Thiophene, 2-(2-methoxy-4-nitrophenyl)-

Product 1

HCID 137686283-Methoxy-4-(2-thienyl)benzenamineYield 86.1%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

In a manner similar to Example 1, Step B, the reaction of 6.6 g (0.03 mole) of 2-(2-methoxy-4-nitrophenyl)thiophene, 13.65 g (0.24 mole) of iron powder and 25.2 g (0.42 mole) of glacial acetic acid in 36 ml of water produced 5.3 g of 3-methoxy-4-(thien-2-yl)aniline.

Sources & evidence

ORD record
ord-2ab402ca6e6d4fbda7b7cad66a1e7502
Source dataset
uspto-grants-1986_10
Patent number
US04617316

Reaction notes

Loading…