Water → N,N-Diethyl-5-(hydrazinecarbonyl)thiophene-2-carboxamide

HRID 2422802Notes

Reaction equation

HRID 2422802 reaction equation
[CH2:1]([N:3]([CH2:15][CH3:16])[C:4]([C:6]1[S:10][C:9]([C:11](OC)=[O:12])=[CH:8][CH:7]=1)=[O:5])[CH3:2].O.[NH2:18][NH2:19].O>C(O)C>[CH2:1]([N:3]([CH2:15][CH3:16])[C:4]([C:6]1[S:10][C:9]([C:11]([NH:18][NH2:19])=[O:12])=[CH:8][CH:7]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 52267985Methyl 5-(diethylcarbamoyl)thiophene-2-carboxylate

Product 1

HCID 57688164N,N-Diethyl-5-(hydrazinecarbonyl)thiophene-2-carboxamideYield 89%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 5-(diethylcarbamoyl)thiophene-2-carboxylate (247 mg, 1.02 mmol) in ethanol (9 mL) was stirred with hydrazine monohydrate (495 mg, 10.2 mol) at 90° C. for 6 hours. After addition of water, the reaction solution was extracted with ethyl acetate and chloroform, and the extract was dried over anhydrous magnesium sulfate and concentrated to give the desired product (yield 89%).

Workup

  1. extractionthe reaction solution was extracted with ethyl acetate and chloroform
  2. dry with materialthe extract was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-582f3e1410a94ab49c769565f6493c61
Source dataset
uspto-grants-2011_06
Patent number
US07960425B2

Reaction notes

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