Thiosemicarbazide → N-[4-[(carbamothioylhydrazinylidene)methyl]-2-fluorophenyl]acetamide

HRID 1018782Notes

Reaction equation

[C:1]([NH:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][C:6]=1[F:13])(=[O:3])[CH3:2].[NH2:14][NH:15][C:16]([NH2:18])=[S:17]>>[C:1]([NH:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[N:14][NH:15][C:16]([NH2:18])=[S:17])=[CH:7][C:6]=1[F:13])(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 2723789Thiosemicarbazide

HCID 10192606N-(2-Fluoro-4-formylphenyl)acetamide2×

Product 1

HCID 3001792N-[4-[(carbamothioylhydrazinylidene)methyl]-2-fluorophenyl]acetamide

Procedure

The product was characterized as 4-acetamido-3-fluorobenzaldehyde 15. 4-Acetamido-3-fluorobenzaldehyde 15 reacts with thiosemicarbazide to yield 4-acetamido-3-fluorobenzaldehyde thiosemicarbazone 16. Compound 16 has been tested and shown to be both non-toxic and highly active against M. Tuberculosis.

Sources & evidence

ORD record: ord-8c3a0941de484ebf8cc47aa28772feac
Source dataset: uspto-grants-2002_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06482982B1

Reaction notes

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