Hydrazine → 1,3-Benzothiazole-2-carbohydrazide

HRID 340884Notes

Reaction equation

HRID 340884 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]([O:12]CC)=O.[NH2:15][NH2:16]>C(O)C>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]([NH:15][NH2:16])=[O:12]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 640708Ethyl 1,3-benzothiazole-2-carboxylate

Product 1

HCID 3514191,3-Benzothiazole-2-carbohydrazideYield 99.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl benzo[d]thiazole-2-carboxylate (10 g, 48.25 mmol) in ethanol (200 mL) was added hydrazine (15.5 g, 482.5 mmol). The reaction mixture was stirred at RT for 30 min and concentrated under high vacuum to remove hydrazine. The resulting residue was triturated with ethanol (40 mL) to give benzo[d]thiazole-2-carbohydrazide (9.3 g, quant.) LRMS (M+H+) m/z 194.0.

Workup

  1. concentrationconcentrated under high vacuum
  2. customto remove hydrazine
  3. customThe resulting residue was triturated with ethanol (40 mL)

Sources & evidence

ORD record
ord-89fa678123624983be5fa83a23862568
Source dataset
uspto-grants-2014_11
Patent number
US08895582B2

Reaction notes

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