Hydrazine → 1,3-Benzothiazole-2-carbohydrazide

HRID 416313Notes

Reaction equation

HRID 416313 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-b78d7fb15f1943ecb8219213c06d8938
Source dataset
uspto-grants-2012_01
Patent number
US08088793B2

Reaction notes

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