2-Amino-6-nitrobenzothiazole → 2,6-Benzothiazolediamine

HRID 1830522Notes

Reaction equation

HRID 1830522 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([N+:11]([O-])=O)[CH:8]=[CH:7][C:5]=2[N:6]=1.[H][H]>CO.[Pd]>[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([NH2:11])[CH:8]=[CH:7][C:5]=2[N:6]=1

Participants

5

Reactant 2

HCID 227042-Amino-6-nitrobenzothiazoleHCID 178418361HCID 178418361, compound

Product 1

HCID 215042,6-BenzothiazolediamineYield 99.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

2-Amino-6-nitrobenzothiazole (500 mg, 2.56 mmol) was dissolved in methanol (20 mL) and 10% palladium on carbon (50 mg) was added as a slurry in methanol (1 mL). The atmosphere was replaced with hydrogen and the suspension was stirred overnight. The catalyst was removed by suction filtration and the solvent evaporated to afford 2,6-diaminobenzothiazole (420 mg, 99%) as a pale yellow solid.

Workup

  1. customThe catalyst was removed by suction filtration
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-cc7a34a6f2744d258f6134792b4a09a4
Source dataset
uspto-grants-2006_06
Patent number
US07067516B2

Reaction notes

Loading…