2-[(3-Nitrophenoxy)methyl]-1,3-benzothiazole → HCID 13631156, compound

HRID 1380405Notes

Reaction equation

HRID 1380405 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][O:11][C:12]1[CH:13]=[C:14]([N+:18]([O-])=O)[CH:15]=[CH:16][CH:17]=1>Cl.[Fe]>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][O:11][C:12]1[CH:13]=[C:14]([CH:15]=[CH:16][CH:17]=1)[NH2:18]

Participants

4

Reactant 1

HCID 136311552-[(3-Nitrophenoxy)methyl]-1,3-benzothiazole

Product 1

HCID 13631156HCID 13631156, compoundYield 90.7%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 313Hydrochloric AcidSolvent

Procedure

To a suspension of 3-[(2-benzothiazolyl)methoxy]nitrobenzene (18.6 g) in ethanolic hydrochloric acid is added powdered iron. The reaction is stirred overnight at room temperature. After neutralization with saturated aqueous sodium bicarbonate, the mixture is extracted three times with methylene chloride. The extract is dried over magensium sulfate and concentrated to give 15.1 g (90% yield) of product, m.p. 117°-120° C.

Workup

  1. additionis added
  2. extractionAfter neutralization with saturated aqueous sodium bicarbonate, the mixture is extracted three times with methylene chloride
  3. dry with materialThe extract is dried over magensium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-873737ca8a064df3803fe7f3d6a93fe4
Source dataset
uspto-grants-1986_04
Patent number
US04581457

Reaction notes

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