Thiomorpholine → HCID 13239757, compound

HRID 2418674Notes

Reaction equation

HRID 2418674 reaction equation
[F:1][C:2]1[C:3](F)=[C:4]2[O:9][CH2:8][CH:7]([CH3:10])[N:6]3[CH:11]=[C:12]([C:17]([OH:19])=[O:18])[C:13](=[O:16])[C:14]([CH:15]=1)=[C:5]23.[NH:21]1[CH2:26][CH2:25][S:24][CH2:23][CH2:22]1>N1C=CC=CC=1>[F:1][C:2]1[C:3]([N:21]2[CH2:26][CH2:25][S:24][CH2:23][CH2:22]2)=[C:4]2[O:9][CH2:8][CH:7]([CH3:10])[N:6]3[CH:11]=[C:12]([C:17]([OH:19])=[O:18])[C:13](=[O:16])[C:14]([CH:15]=1)=[C:5]23

Participants

4

Reactant 2

HCID 67164ThiomorpholineHCID 5342788,9-Difluoro-3-methyl-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acid

Product 1

HCID 13239757HCID 13239757, compoundYield 22.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 0.18 g (0.6 mmol) of 9,10-difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid, 0.3 ml (3.0 mmol) of thiomorpholine and 20 ml of pyridine was heated under reflux for 21 hours. The solution was evaporated to dryness, the residue was triturated with hot methanol, and filtered to give 0.05 g of the title compound, mp>300°.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 21 hours
  3. customThe solution was evaporated to dryness
  4. customthe residue was triturated with hot methanol
  5. filtrationfiltered

Sources & evidence

ORD record
ord-7ebac5b15cf24ceda0ecb8ce67428d3b
Source dataset
uspto-grants-1984_09
Patent number
US04473568

Reaction notes

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