Nitrogen → HCID 131715824, compound

HRID 1651182Notes

Reaction equation

HRID 1651182 reaction equation
N#N.[C:3]([O:15]C)(=[O:14])[C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10]C)=[O:9])=[CH:6][CH:5]=1.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][N:26]2[CH2:31][CH2:30][N:29]([CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH2:28][CH2:27]2)=[C:21]([OH:39])[C:20]=1[O:40][CH3:41].C([Sn](=O)CCCC)CCC>CO>[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][N:26]2[CH2:27][CH2:28][N:29]([CH2:32][C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[CH2:30][CH2:31]2)=[C:21]([OH:39])[C:20]=1[O:40][CH3:41].[C:3]([O-:15])(=[O:14])[C:4]1[CH:13]=[CH:12][C:7]([C:8]([O-:10])=[O:9])=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 947NitrogenHCID 8441Dimethyl terephthalateHCID 61221Dibutyltin oxideHCID 10337444HCID 10337444, compound

Product 1

HCID 131715824HCID 131715824, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into a 4-necked, 1-liter flask fitted with a mechanical thermometer, N2 ebulator, and steam jacketed column packed with Berl Saddles and topped with a Dean-Stark trap and condenser are charged dimethyl terephthalate (220 grams, 1.14 moles), BHDP (300 grams, 1.36 moles) and dibutyltin oxide (1.4 grams). The mixture is heated at 180°-190° C. for 5.5 hours. A conversion of 9% percent is effected based upon methanol distilled overhead. The solid yellow glass (viscosity 40,000 cp at 220° F.) has an average molecular weight of 2,060, an acid number of 1.2, and a hydroxyl number of 51.3.

Workup

  1. temperatureThe mixture is heated at 180°-190° C. for 5.5 hours
  2. distillationdistilled overhead
  3. customThe solid yellow glass (viscosity 40,000 cp at 220° F.)

Sources & evidence

ORD record
ord-944f9be1fbf64cb3946de9037f0e9977
Source dataset
uspto-grants-1990_05
Patent number
US04927878

Reaction notes

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