HCID 58710059, compound → HCID 58710091, compound

HRID 2375885Notes

Reaction equation

HRID 2375885 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([C:11]2[S:15][CH:14]=[N:13][CH:12]=2)[CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([C:11]2[S:15][CH:14]=[N:13][CH:12]=2)[CH:5]=1

Participants

4

Reactant 1

HCID 58710059HCID 58710059, compound

Product 1

HCID 58710091HCID 58710091, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

4-Nitro-2-thiazol-5-ylphenol (100 mg, 0.4 mmol) in methanol (5 mL) was hydrogenated in the presence of 10% Pd/C (80 mg) for 16 h. The reaction mixture was filtered through a Celite pad. The filtrate was concentrated in vacuo to afford the title compound, which was used directly in the next step without purification. 1H-NMR (CD3OD, 400 MHz): δ=7.18 (d, J=8.8 Hz, 1H), 7.39 (dd, J=2.4, 8.8 h z, 1H), 7.91 (d, J=2.8 Hz, 1H), 8.91 (s, 1H), 9.97 (s, 1H). MS (ES+): m/z 193.14 [MH+]. HPLC: tR=0.48 min (ZQ2000, polar—5 min).

Workup

  1. filtrationThe reaction mixture was filtered through a Celite pad
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-8a0aee14f55649c2993903092c7a9cd7
Source dataset
uspto-grants-2008_12
Patent number
US07465726B2

Reaction notes

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