Carbon Dioxide → HCID 86742159, compound

HRID 1252518Notes

Reaction equation

HRID 1252518 reaction equation
[C:1]([C:5]1C=C(C)C(N)=CC=1N)(C)([CH3:3])[CH3:2].C(C1C=CC(N)=C(C)C=1N)(C)(C)C.C1(C)C=[CH:31][CH:30]=[C:29]([NH2:33])[C:28]=1[NH2:34].[CH3:36][C:37](=[CH2:39])[CH3:38].[C:40]1(=O)OCC[O:41]1.C(=O)=O>C(C1C=CC(C)=C(N)C=1N)(C)(C)C>[OH:41][CH2:40][CH2:39][C:37]1[C:38]([C:1]([CH3:5])([CH3:3])[CH3:2])=[C:28]([NH2:34])[C:29]([NH2:33])=[C:30]([CH3:31])[CH:36]=1

Participants

8

Reactant 6

HCID 280Carbon Dioxide3×HCID 7303Ethylene carbonate2×HCID 8255IsobutyleneHCID 175932,3-DiaminotolueneHCID 1136211,3-Benzenediamine, 4-(1,1-dimethylethyl)-2(or 6)-methyl-HCID 139327594-tert-Butyl-6-methylbenzene-1,3-diamine

Product 1

HCID 86742159HCID 86742159, compound

Reagents, catalysts & solvents 1

HCID 20139668HCID 20139668, compoundSolvent2×

Procedure

A 1,000 ml three-neck, round bottom flask was charged with 178 grams (1 mole) of a mixture consisting of 80 parts by weight 5-tertiary butyl-2,4-toluenediamine and 20 parts of a 3-tertiary-butyl-2,6-toluenediamine mixture. The tertiary-butyl-toluenediamine was prepared by reacting an 80:20 toluenediamine commercial mix with isobutylene in the presence of an H-Y zeolite catalyst. After charging the tertiarybutyl-toluenediamine to the flask, 176 grams (2 moles) of ethylene carbonate were charged to the vessel and the contents stirred. The ethylene carbonate dissolved readily in the tertiary-butyl-toluenediamine and a clear amber solution resulted. The contents were heated to a temperature of about 150° C. and at such time carbon dioxide evolution appeared. Heating was continued until a temperature reached about 260° C. during which time carbon dioxide gas evolution ceased. Approximately 1.7 cubic feet or 2.2 moles of carbon dioxide recovered from the vessel.

Workup

  1. additionwere charged to the vessel
  2. customa clear amber solution resulted
  3. temperatureHeating

Sources & evidence

ORD record
ord-f2be970b1073475d9b184e532f10eb9d
Source dataset
uspto-grants-1988_05
Patent number
US04743628

Reaction notes

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