Hydrogen Sulfide → 3-[4-(4-Thiocarbamoylbenzamidomethyl)phenyl]-2-oxo-5-oxazolidinecarboxylic acid

HRID 977224Notes

Reaction equation

[C:1]([C:3]1[CH:27]=[CH:26][C:6]([C:7]([NH:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([N:17]3[CH2:21][CH:20]([C:22]([OH:24])=[O:23])[O:19][C:18]3=[O:25])=[CH:13][CH:12]=2)=[O:8])=[CH:5][CH:4]=1)#[N:2].[SH2:28]>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:7]([NH:9][CH2:10][C:11]2[CH:12]=[CH:13][C:14]([N:17]3[CH2:21][CH:20]([C:22]([OH:24])=[O:23])[O:19][C:18]3=[O:25])=[CH:15][CH:16]=2)=[O:8])=[CH:26][CH:27]=1)(=[S:28])[NH2:2]

Participants

Reactant 2

HCID 402Hydrogen Sulfide

HCID 199655393-[4-(4-Cyanobenzamidomethyl)phenyl]-2-oxo-5-oxazolidinecarboxylic acid

Product 1

HCID 199654893-[4-(4-Thiocarbamoylbenzamidomethyl)phenyl]-2-oxo-5-oxazolidinecarboxylic acid

Procedure

In analogy to Example 10, reaction of 3-[4-(4-cyanobenzamidomethyl)phenyl]-2-oxo-5-oxazolidinylcarboxylic acid with hydrogen sulfide gives 3-[4-(4-thiocarbamoylbenzamidomethyl)phenyl]-2-oxo-5-oxazolidinecarboxylic acid, m.p. 105°-110°.

Sources & evidence

ORD record: ord-5c099d4da7844c3f8b603cf9089f8b16
Source dataset: uspto-grants-1997_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05614535

Reaction notes

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