Ethanol → HCID 60164762, compound

HRID 513770Notes

Reaction equation

HRID 513770 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:13](=[C:14]3[C:19]=1[CH:18]=[CH:17][CH:16]=[N:15]3)[NH:12][S:11](=[O:21])(=[O:20])[C:10]1[C:5]2=[CH:6][C:7](F)=[CH:8][CH:9]=1.[CH3:23][CH2:24][OH:25].[H-].[Na+]>CN1C(=O)CCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:13](=[C:14]3[C:19]=1[CH:18]=[CH:17][CH:16]=[N:15]3)[NH:12][S:11](=[O:21])(=[O:20])[C:10]1[C:5]2=[CH:6][C:7]([O:25][CH2:24][CH3:23])=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 24758Sodium hydrideHCID 6818318212-Chloro-9-fluoro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

Product 1

HCID 60164762HCID 60164762, compoundYield 9.3%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

In a similar fashion using route 51 general procedure 119, 12-chloro-9-fluoro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide 503 (0.3 g, 0.89 mmol), EtOH (0.12 g, 2.6 mmol), NaH (60% in mineral oil; 0.1 g, 2.6 mmol) and NMP (2 ml) gave the title compound (30 mg, 9%) after purification by column chromatography with DCM/MeOH (99:1) as the eluent.

Sources & evidence

ORD record
ord-f2746cb249c04feaba901468811eb5ae
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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