Furfuryl Alcohol → 60387-39-5

HRID 917819Notes

Reaction equation

HRID 917819 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[O:10])=[CH:4][C:3]=1[N:11]=[C:12]=[O:13].[CH2:14]([OH:20])[C:15]1[O:19][CH:18]=[CH:17][CH:16]=1>C1C=CC=CC=1>[C:2]1([CH3:1])[C:3]([NH:11][C:12]([O:20][CH2:14][C:15]2[O:19][CH:18]=[CH:17][CH:16]=2)=[O:13])=[CH:4][C:5]([NH:8][C:9]([O:20][CH2:14][C:15]2[O:19][CH:18]=[CH:17][CH:16]=2)=[O:10])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7361Furfuryl AlcoholHCID 11443Toluene 2,4-Diisocyanate

Product 1

HCID 439214960387-39-5

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a solution of 522 g. (3 moles) of 2,4-toluenediisocyanate in 500 ml. of benzene under a nitrogen atmosphere is added a solution of 588 g. (6 moles) of furfuryl alcohol in 500 ml. of benzene at such a rate as to maintain the temperature below 50°C. The reaction is completed by refluxing for 3 hours (about 80°-90°C.) The reaction mixture is allowed to stand at room temperature overnight, during which time the product diurethane crystallizes. The material is collected by filtration, dried, and pulverized. The yield is 916 g of material (82.5% of theoretical) having a melting point of 154°-156°C.

Workup

  1. temperatureby refluxing for 3 hours (about 80°-90°C.) The reaction mixture
  2. customthe product diurethane crystallizes
  3. filtrationThe material is collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-f3f99d64cd0b47df9ae6f74968af8ecb
Source dataset
uspto-grants-1976_07
Patent number
US03968092

Reaction notes

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