HCID 58896565, compound → HCID 58896432, compound

HRID 2235519Notes

Reaction equation

HRID 2235519 reaction equation
[C:1]1([CH3:31])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[NH:9][C:10]1[S:11][C:12]2[C:18]([C:19]([N:21]([CH2:25][CH2:26][CH3:27])[CH2:22][CH2:23][CH3:24])=[O:20])=[CH:17][C:16]([N+:28]([O-])=O)=[CH:15][C:13]=2[N:14]=1>C(O)C.[Pd]>[NH2:28][C:16]1[CH:17]=[C:18]([C:19]([N:21]([CH2:25][CH2:26][CH3:27])[CH2:22][CH2:23][CH3:24])=[O:20])[C:12]2[S:11][C:10]([NH:9][C:2]3[C:3]([CH3:8])=[CH:4][C:5]([CH3:7])=[CH:6][C:1]=3[CH3:31])=[N:14][C:13]=2[CH:15]=1

Participants

4

Reactant 1

HCID 58896565HCID 58896565, compound

Product 1

HCID 58896432HCID 58896432, compoundYield 70.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 2-(mesitylamino)-5-nitro-N,N-dipropyl-1,3-benzothiazole-7-carboxamide (61 mg, 0.139 mmol) and 10% Pd on carbon (30 mg) in ethanol (10 ml) was hydrogenated for 4 h. The catalyst was removed by filtration through Celite. The filtrate was concentrated under vacuum. The residue was purified by chromatography eluting with 20% AcOEt in n-hexane to afford 40 mg of the title compound.

Workup

  1. customThe catalyst was removed by filtration through Celite
  2. concentrationThe filtrate was concentrated under vacuum
  3. customThe residue was purified by chromatography
  4. washeluting with 20% AcOEt in n-hexane

Sources & evidence

ORD record
ord-ea565d8278f94610b9c4d86d3b6acb69
Source dataset
uspto-grants-2010_05
Patent number
US07714009B2

Reaction notes

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