Nicotinic acid, hydrazide → 4-Allyl-1-nicotinoylsemicarbazide

HRID 1952757Notes

Reaction equation

HRID 1952757 reaction equation
[CH2:1]([N:4]=[C:5]=[O:6])[CH:2]=[CH2:3].[C:7]([NH:15][NH2:16])(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[N:10][CH:9]=1>CO>[CH2:1]([NH:4][C:5](=[O:6])[NH:16][NH:15][C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[N:10][CH:9]=1)[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 11112Nicotinic acid, hydrazideHCID 15123Allyl isocyanate

Product 1

HCID 233000284-Allyl-1-nicotinoylsemicarbazideYield 92.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Allyl isocyanate (16.8 g) was added dropwise at ambient temperature to a stirred suspension of nicotinic hydrazide (25 g) in methanol (500 ml), then the mixture was stirred at ambient temperature for 2.75 hours, concentrated in vacuo to 250 ml, then diluted with ether (750 ml). The resulting solid was collected by filtration and dried in vacuo to give 4-allyl-1-nicotinoylsemicarbazide as a colourless solid (37.1 g), m.p. 165-167° C.

Workup

  1. concentrationconcentrated in vacuo to 250 ml
  2. additiondiluted with ether (750 ml)
  3. filtrationThe resulting solid was collected by filtration
  4. customdried in vacuo

Sources & evidence

ORD record
ord-d8394805a0c04a99a8da82ec32fa328d
Source dataset
uspto-grants-2000_09
Patent number
US06114334

Reaction notes

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