Methyl Isocyanate → 4-(2-Hydroxybenzylideneamino)-3-methylphenyl methylcarbamate

HRID 434717Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 434717
[OH:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[CH:4]=[N:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][C:7]=1[CH3:13].[CH3:18][N:19]=[C:20]=[O:21]>C([O-])(=O)C.C([O-])(=O)C.C([Sn+2]CCCC)CCC.C(OCC)(=O)C>[CH3:18][NH:19][C:20](=[O:21])[O:12][C:9]1[CH:10]=[CH:11][C:6]([N:5]=[CH:4][C:3]2[CH:14]=[CH:15][CH:16]=[CH:17][C:2]=2[OH:1])=[C:7]([CH3:13])[CH:8]=1

Komponenten

5

Edukt 2

HCID 12228Methyl IsocyanateHCID 2806574-(2-Hydroxybenzylideneamino)-3-methylphenol

Produkt 1

HCID 1356896094-(2-Hydroxybenzylideneamino)-3-methylphenyl methylcarbamateAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9798523Di-n-butyl diacetoxy tinKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a 350 milliliter glass pressure bottle equipped with a magnetic stirrer was added 4.54 grams (0.020 moles) of 4-(2-hydroxybenzylideneamino)-3-methylphenol prepared in Part A, 2.57 grams (0.045 moles) of methyl isocyanate, 100 milliliters of ethyl acetate and 5 drops of dibutyltin diacetate. The resulting reaction mixture was stirred for 24 hours at room temperature forming a precipitate. The precipitate was removed from the reaction mixture by filtration, washed with cold hexane and air dried to give 5.69 grams (0.020 moles) of 4-(2-hydroxybenzylideneamino)-3-methylphenyl methylcarbamate in the form of a yellow solid having a melting point of 156.5°-157° C. and the following structural formula: ##STR7##

Aufarbeitung

  1. customThe resulting reaction mixture
  2. customforming a precipitate
  3. customThe precipitate was removed from the reaction mixture by filtration
  4. washwashed with cold hexane and air
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c9a437a58e76456299225f3b6c31f532
Quelldatensatz
uspto-grants-1983_08
Patentnummer
US04399148

Notizen zur Reaktion

Wird geladen…