Triethylamine → HCID 57435847, compound

HRID 33389Notes

Reaction equation

HRID 33389 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH3:9])[C:3]=1[NH:10][C:11](=[O:15])[O:12][CH2:13][CH3:14].C(N(CC)CC)C.Cl[C:24]([O:27]C(Cl)=O)(Cl)Cl>ClCCl>[CH3:9][O:8][C:4]1[C:3]2[N:10]([C:11]([O:12][CH2:13][CH3:14])=[O:15])[C:24](=[O:27])[NH:1][C:2]=2[CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10426DiphosgeneHCID 86603973Ethyl (2-amino-6-methoxy-phenyl)-carbamate

Product 1

HCID 57435847HCID 57435847, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

13.0 g (0.062 mol) ethyl (2-amino-6-methoxy-phenyl)-carbamate and 10.3 mL (0.074 mol) triethylamine in 100 mL dichloromethane are added to a solution of 8.20 mL (0.068 mol) trichloromethylchloroformate in 50 mL dichloromethane while cooling with ice. After 4 hours stirring at ambient temperature the reaction mixture is poured onto ice and extracted with dichloromethane. The combined organic phases are washed with water, dried and freed from the solvent. The residue is stirred in diethyl ether.

Workup

  1. temperaturewhile cooling with ice
  2. additionis poured onto ice
  3. extractionextracted with dichloromethane
  4. washThe combined organic phases are washed with water
  5. customdried
  6. stirringThe residue is stirred in diethyl ether

Sources & evidence

ORD record
ord-eaa408e68e90459c97843c8f9c84f0bf
Source dataset
uspto-grants-2008_09
Patent number
US07429583B2

Reaction notes

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