Triethylamine → 3,5-Dichloro-N-[(1,1-dimethylethyl)carbonimidoyl]benzenamine

HRID 1534097Notes

Reaction equation

HRID 1534097 reaction equation
[C:1]([NH:5][C:6]([NH:8][C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[C:11]([Cl:16])[CH:10]=1)=S)([CH3:4])([CH3:3])[CH3:2].C1CCC(N=C=NC2CCCCC2)CC1.C(N(CC)CC)C>C1COCC1>[C:1]([N:5]=[C:6]=[N:8][C:9]1[CH:10]=[C:11]([Cl:16])[CH:12]=[C:13]([Cl:15])[CH:14]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10868DicyclohexylcarbodiimideHCID 8417356HCID 8417356, compound

Product 1

HCID 107289063,5-Dichloro-N-[(1,1-dimethylethyl)carbonimidoyl]benzenamine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 21.0 g of N-t-butyl-N'-(3,5-dichlorophenyl)thiourea produced in Example A-1 in 200 ml of THF were added 21.4 g of DCC and 0.73 g of triethylamine. The mixture was refluxed for 3 hours and evaporated in vacuo. The residue was extracted with petroleum ether. The extract was evaporated in vacuo to give N-t-butyl-N'-(3,5-dichlorophenyl)carbodiimide as an oil.

Workup

  1. temperatureThe mixture was refluxed for 3 hours
  2. customevaporated in vacuo
  3. extractionThe residue was extracted with petroleum ether
  4. customThe extract was evaporated in vacuo

Sources & evidence

ORD record
ord-1a1282bdd2264bf99b085bddff344841
Source dataset
uspto-grants-1992_02
Patent number
US05087640

Reaction notes

Loading…