HCID 59553048, compound → HCID 59553047, compound

HRID 888245Notes

Reaction equation

HRID 888245 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[N:11]=[C:12]2[N:16]([CH:17]=1)[C:15]([CH2:18][N:19]1[CH:23]=[N:22][CH:21]=[N:20]1)=[CH:14][S:13]2)([O-])=O>C(O)C.[Pd]>[N:19]1([CH2:18][C:15]2[N:16]3[CH:17]=[C:10]([C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=4[NH2:1])[N:11]=[C:12]3[S:13][CH:14]=2)[CH:23]=[N:22][CH:21]=[N:20]1

Participants

4

Reactant 1

HCID 59553048HCID 59553048, compound

Product 1

HCID 59553047HCID 59553047, compoundYield 94.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

6-(2-Nitro-phenyl)-3-[1,2,4]triazol-1-ylmethyl-imidazo[2,1-b]thiazole (54 g, 165 mmol) was dissolved in ethanol (2.0 L). Pd/C (10%, 20 g) was added, and the flask was evacuated and backfilled with H2. The reaction mixture was stirred under H2 at room temperature (2 days). The reaction mixture was then passed through a silica gel pad, and the filtrate was concentrated in vacuo to give a yellow solid. The solid was washed with ethanol to give 2-(3-[1,2,4]triazol-1-ylmethyl-imidazo[2,1-b]thiazol-6-yl)-phenylamine as a yellow solid (46 g, 94% yield).

Workup

  1. customthe flask was evacuated
  2. concentrationthe filtrate was concentrated in vacuo
  3. customto give a yellow solid
  4. washThe solid was washed with ethanol

Sources & evidence

ORD record
ord-5c938f5edf4d42bc9f51f0cb18ba53a5
Source dataset
uspto-grants-2012_08
Patent number
US08247565B2

Reaction notes

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