Dicyclohexylcarbodiimide → HCID 326082, compound

HRID 1580633Notes

Reaction equation

HRID 1580633 reaction equation
[C:1]1([CH2:7][CH2:8][N:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]2=[NH:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:16]1([N:22]=[C:23]=[N:24][CH:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>C(O)(C)(C)C>[CH:25]1([NH:24][C:23]([N:15]=[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][N:9]2[CH2:8][CH2:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[N:22][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]1

Participants

4

Reactant 2

HCID 10868DicyclohexylcarbodiimideHCID 12255200HCID 12255200, compound

Product 1

HCID 326082HCID 326082, compoundYield 45.1%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

A solution of 1-(2-phenylethyl)-2-iminopyridine (5.9 g, 0.030 mole) and dicyclohexylcarbodiimide (7.26 g, 0.036 mole) in 100 ml t-butanol is heated at reflux for 24 hours. The solution is cooled and concentrated in vacuo to give a solid. The solid is recrystallized from 200 ml of hexane to give 5.48 g of the title compound which sinters at 132°C and melts at 142.5°-145°C.

Workup

  1. temperatureat reflux for 24 hours
  2. temperatureThe solution is cooled
  3. concentrationconcentrated in vacuo
  4. customto give a solid
  5. customThe solid is recrystallized from 200 ml of hexane

Sources & evidence

ORD record
ord-5dc59b7622dd45c8a407ab783572aabc
Source dataset
uspto-grants-1976_01
Patent number
US03933836

Reaction notes

Loading…