D-1,4-Dithiothreitol → HCID 178469648, compound

HRID 2290018Notes

Reaction equation

HRID 2290018 reaction equation
C([S:3][C:4]1[CH:5]=[C:6]2[C:11](=[C:12]([F:14])[CH:13]=1)[N:10]=[CH:9][C:8]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:7]2[OH:20])#N.SC[C@H]([C@@H](CS)O)O>CN(C=O)C>[F:14][C:12]1[CH:13]=[C:4]([SH:3])[CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][C:8]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:7]2[OH:20]

Participants

4

Reactant 2

HCID 446094D-1,4-DithiothreitolHCID 178469650HCID 178469650, compound

Product 1

HCID 178469648HCID 178469648, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 20 g of ethyl 6-(cyanosulfanyl)-8-fluoro-4-hydroxy-3-quinolinecarboxylate from preparation No. 16, 125 mL of DMF and 12.6 g of dithiothreitol is stirred for 5 h at 25° C. It is poured into 1 L of deoxygenated ice water and the precipitate collected by filtration, washed with two 200 mL portions of distilled water, and then dried in a stream of nitrogen. The title compound is obtained as 10.5 g of a white solid.

Workup

  1. customfrom preparation No
  2. filtrationthe precipitate collected by filtration
  3. washwashed with two 200 mL portions of distilled water
  4. customdried in a stream of nitrogen

Sources & evidence

ORD record
ord-775946a08b3943a09ac98a2386f03161
Source dataset
uspto-grants-2000_07
Patent number
US06093732

Reaction notes

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