Amantadine → Benzamide

HRID 1180615Notes

Reaction equation

HRID 1180615 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:12]=[CH:11][C:7](C([O-])=O)=[CH:6][CH:5]=1.ClC(OCC)=O.[NH2:20]C1C=CC=CC=1.C1C2CC3(N)CC(C2)CC1C3>>[C:3]([NH2:20])(=[O:2])[C:4]1[CH:12]=[CH:11][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 4

HCID 2130AmantadineHCID 6115AnilineHCID 10928Ethyl chloroformateHCID 36144541,4-Benzenedicarboxylic acid, methyl ester

Product 1

HCID 2331Benzamide

Procedure

As shown in the reaction scheme 2, firstly, monomethylterephthalate may be converted to an anhydride by employing ethyl chloroformate. Then, the anhydride may be reacted with aniline or adamantamine, to produce a benzamide compound. The next reactions may be performed by the same procedure described in the reaction scheme 1.

Workup

  1. customAs shown in the reaction scheme 2

Sources & evidence

ORD record
ord-bea8b36ed47e404f8554f44a01ed6be7
Source dataset
uspto-grants-2007_10
Patent number
US07282522B2

Reaction notes

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