Ethylene Glycol → 2-Phenyl imino-3-phenyl oxazolidine

HRID 2059077Notes

Reaction equation

HRID 2059077 reaction equation
C1([N:7]=[C:8]=[N:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)C=CC=CC=1.C(O)[CH2:17][OH:18].C1(NC(=O)NC2C=CC=CC=2)C=CC=CC=1.[C:36]1([CH3:43])[C:37](C)=[CH:38][CH:39]=[CH:40][CH:41]=1>>[C:36]1([CH:43]2[N:9]([C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:8](=[NH:7])[CH2:17][O:18]2)[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1

Participants

5

Reactant 4

HCID 174Ethylene GlycolHCID 7237O-XyleneHCID 7595CarbanilideHCID 98693N,N'-Methanetetraylbis(benzenamine)

Product 1

HCID 205483922-Phenyl imino-3-phenyl oxazolidine

Procedure

194 g of diphenyl carbodiimide, 31 g of ethylene glycol and 0.05 g of Sn(II)-(2-ethyl hexoate) are dissolved in 200 g of xylene. The reaction solution is heated to reflux temperature, diphenyl urea being precipitated. Concentration of the xylene solution gives 102 g (86% of the theoretical) of 2-phenyl imino-3-phenyl oxazolidine. Mp: 115° to 117° C.

Workup

  1. temperatureThe reaction solution is heated
  2. customprecipitated

Sources & evidence

ORD record
ord-36b8da037dc34d58807a7e2d28d5f633
Source dataset
uspto-grants-1982_03
Patent number
US04321394

Reaction notes

Loading…