Lead carbonate (PbCO3) → N-n-octyl-N'-(2-phenyl-2-propyl)carbodiimide

HRID 1438808Notes

Reaction equation

HRID 1438808 reaction equation
[CH2:1]([NH:9][C:10]([NH:12][C:13]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([CH3:15])[CH3:14])=S)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C(=O)([O-])[O-].[Pb+2]>C1(C)C(C)=CC=CC=1>[CH2:1]([N:9]=[C:10]=[N:12][C:13]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)([CH3:14])[CH3:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 11727Lead carbonate (PbCO3)HCID 13065174N-Octyl-N'-(2-phenylpropan-2-yl)thiourea

Product 1

HCID 53849568N-n-octyl-N'-(2-phenyl-2-propyl)carbodiimideYield 80%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 14.2 grams of N-n-octyl-N'-(2-phenyl-2-propyl)-thiourea, 20 grams of basic lead carbonate and 100 ml of dry xylene was heated under reflux for 3 hours. The reaction liquid was then separated by filtration followed by concentration of the mother liquor, whereupon N-n-octyl-N'-(2-phenyl-2-propyl)carbodiimide of high purity was obtained. When this was distilled further, 10.1 grams of the intended product of b.p. 121°-3° C./0.15 mmHg was obtained as a pure product.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours
  3. customThe reaction liquid
  4. customwas then separated by filtration
  5. customwas obtained
  6. distillationWhen this was distilled further

Sources & evidence

ORD record
ord-4b8c13b6fa2c4896950dadd22cdc7fdd
Source dataset
uspto-grants-1977_11
Patent number
US04056631

Reaction notes

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