Furfurylamine → 1-n-Heptyl-3-furfuryl thiourea

HRID 1105832Notes

Reaction equation

HRID 1105832 reaction equation
[CH2:1]([N:8]=[C:9]=[S:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[CH2:11]([NH2:17])[C:12]1[O:16][CH:15]=[CH:14][CH:13]=1>C1C=CC=CC=1>[CH2:1]([NH:8][C:9]([NH:17][CH2:11][C:12]1[O:16][CH:15]=[CH:14][CH:13]=1)=[S:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

4

Reactant 2

HCID 3438FurfurylamineHCID 78152Heptane, 1-isothiocyanato-

Product 1

HCID 196508841-n-Heptyl-3-furfuryl thiourea

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a mixture of 3.1 grams (0.02 mole) of n-heptyl isothiocyanate and 25 milliliters of benzene was added 1.77 milliliters (0.02 mole) of furfuryl amine. The mixture was refluxed for 30 minutes on a steam bath and then evaporated under vaccum to yield 1-n-heptyl-3-furfuryl thiourea. The product was cooled and 4.1 grams (0.02 mole) of bromoethylamine hydrobromide and 25 milliliters of ethanol 2B was added. The resulting mixture was refluxed on a steam bath overnight. The solid product was removed by filtration and air dried. A yield of 5.2 grams of solid, melting point 140°-145° C., was obtained. Structure of the product was confirmed by NMR.

Workup

  1. temperatureThe mixture was refluxed for 30 minutes on a steam bath
  2. customevaporated under vaccum

Sources & evidence

ORD record
ord-87d4c71c46744492be4af48495ea344d
Source dataset
uspto-grants-1982_01
Patent number
US04310539

Reaction notes

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