Sodium Sulfide → HCID 67434762, compound

HRID 1663389Notes

Reaction equation

HRID 1663389 reaction equation
[Br:1][C:2]1[C:3]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[C:34]([N+:38]([O-])=O)[CH:33]=2)=[C:4]([NH:25][S:26]([CH3:29])(=[O:28])=[O:27])[CH:5]=[C:6]([CH:8]2[C:17]3[C:16](=[O:18])[CH2:15][CH:14]([CH2:19][CH2:20][CH3:21])[CH2:13][C:12]=3[NH:11][C:10]([CH3:22])=[C:9]2[C:23]#[N:24])[CH:7]=1.[S-2].[Na+].[Na+]>C(O)C.O.C(OCC)(=O)C>[NH2:38][C:34]1[CH:33]=[C:32]([CH:37]=[CH:36][CH:35]=1)[CH2:31][O:30][C:3]1[C:2]([Br:1])=[CH:7][C:6]([CH:8]2[C:17]3[C:16](=[O:18])[CH2:15][CH:14]([CH2:19][CH2:20][CH3:21])[CH2:13][C:12]=3[NH:11][C:10]([CH3:22])=[C:9]2[C:23]#[N:24])=[CH:5][C:4]=1[NH:25][S:26]([CH3:29])(=[O:28])=[O:27]

Participants

6

Reactant 2

HCID 14804Sodium SulfideHCID 67435007HCID 67435007, compound

Product 1

HCID 67434762HCID 67434762, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of N-[3-bromo-5-(3-cyano-2-methyl-5-oxo-7-propyl-1,4,5,6,7,8-hexahydro-quinolin-4-yl)-2-(3-nitro-benzyloxy)-phenyl]-methanesulfonamide (950 mg) and sodium sulfide (350 mg) in ethanol (12 ml) and water (250 μl) was heated at reflux for 2 h. The mixture was diluted with ethyl acetate and washed with water. The organic layer was dried (MgSO4), filtered and concentrated in vacuo.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 h
  3. washwashed with water
  4. dry with materialThe organic layer was dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7a7ed01e407a40c2aeda79a0f679d10f
Source dataset
uspto-grants-2011_10
Patent number
US08034945B2

Reaction notes

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