Hydrochloric Acid → N-(2-fluoro-5-aminophenyl)-3,4,5,6-tetrahydrophthalimide

HRID 1284606Notes

Reaction equation

HRID 1284606 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[N:11]1[C:15](=[O:16])[C:14]2[CH2:17][CH2:18][CH2:19][CH2:20][C:13]=2[C:12]1=[O:21].Cl.S(=O)(=O)(O)O>[Fe].C(O)(=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[N:11]1[C:15](=[O:16])[C:14]2[CH2:17][CH2:18][CH2:19][CH2:20][C:13]=2[C:12]1=[O:21]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 13560456N-(2-fluoro-5-nitrophenyl)-3,4,5,6-tetrahydrophthalimide

Product 1

HCID 10332826N-(2-fluoro-5-aminophenyl)-3,4,5,6-tetrahydrophthalimide

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

The compound (VIII) is prepared by reacting the compound (VII), i.e. N-(2-fluoro-5-nitrophenyl)-3,4,5,6-tetrahydrophthalimide, with a 2 to 5 equivalent amount of iron powders (e.g. reduced iron, electrolytic iron) in a solvent in the presence of a catalytic amount of an acid (e.g. hydrochloric acid, sulfuric acid, acetic acid) at a temperature of 90° to 120° C. for a period of 1 to 10 hours.

Sources & evidence

ORD record
ord-17d58f48fe1f43b792937845e75d10cb
Source dataset
uspto-grants-1986_01
Patent number
US04563535

Reaction notes

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