Thiomorpholine → (4-Cyano-2-nitro-5-thiomorpholin-4-yl-phenyl)-carbamic acid tert-butyl ester

HRID 1266727Notes

Reaction equation

HRID 1266727 reaction equation
[C:1]([O:5][C:6](=[O:20])[NH:7][C:8]1[CH:13]=[C:12](F)[C:11]([C:15]#[N:16])=[CH:10][C:9]=1[N+:17]([O-:19])=[O:18])([CH3:4])([CH3:3])[CH3:2].[NH:21]1[CH2:26][CH2:25][S:24][CH2:23][CH2:22]1>CS(C)=O>[C:1]([O:5][C:6](=[O:20])[NH:7][C:8]1[CH:13]=[C:12]([N:21]2[CH2:26][CH2:25][S:24][CH2:23][CH2:22]2)[C:11]([C:15]#[N:16])=[CH:10][C:9]=1[N+:17]([O-:19])=[O:18])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 67164ThiomorpholineHCID 696872744-(Boc-amino)-2-fluoro-5-nitrobenzonitrile

Product 1

HCID 69780718(4-Cyano-2-nitro-5-thiomorpholin-4-yl-phenyl)-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared from (4-cyano-5-fluoro-2-nitro-phenyl)-carbamic acid tert-butyl ester (Example A10) (2.00 g, 7.11 mmol) and thiomorpholine (3.38 ml, 35.6 mmol) in DMSO (30 mL) at RT according to the general procedure C. Obtained as a light yellow solid (2.20 g, 85%).

Sources & evidence

ORD record
ord-5c29e3e9f9e143749dc77446a2219310
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

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