HCID 58128472, compound → HCID 50896536, compound

HRID 1798825Notes

Reaction equation

HRID 1798825 reaction equation
[CH3:1][C:2]1[N:3]=[N:4][N:5]([C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=2)[N:6]=1>CO.[Pd]>[CH3:1][C:2]1[N:3]=[N:4][N:5]([C:7]2[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=2)[N:6]=1

Participants

4

Reactant 1

HCID 58128472HCID 58128472, compound

Product 1

HCID 50896536HCID 50896536, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

5-Methyl-2-(4-nitrophenyl)-2H-tetrazole (200 mg, 0.975 mmol) was suspended in methanol (15 mL). The solution was degassed and purged with nitrogen 3 times before palladium on carbon (10% w/w, 51.9 mg, 0.049 mmol) was added. The mixture was degassed and purged with hydrogen 3 times and stirred under a hydrogen balloon for 2 hours. The reaction was diluted with acetone and passed through a plug of silica gel, which was washed thoroughly with acetone. The filtrated was concentrated to give the crude product 4-(5-methyl-2H-tetrazol-2-yl)aniline which was used as isolated.

Workup

  1. customThe solution was degassed
  2. additionwas added
  3. customThe mixture was degassed
  4. custompurged with hydrogen 3 times
  5. additionThe reaction was diluted with acetone
  6. washwas washed thoroughly with acetone
  7. concentrationThe filtrated was concentrated

Sources & evidence

ORD record
ord-8b744f78ac9c41c2b0ecec35ba75472f
Source dataset
uspto-grants-2013_01
Patent number
US08343990B2

Reaction notes

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