Phosgene → HCID 59277172, compound

HRID 1807436Notes

Reaction equation

HRID 1807436 reaction equation
[I:1][C:2]1[N:7]=[N:6][C:5]([NH:8][CH2:9][CH2:10][NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:4][CH:3]=1.C(N(C(C)C)CC)(C)C.[C:28](Cl)(Cl)=[O:29]>ClCCl.C1(C)C=CC=CC=1.C(OCC)(=O)C>[I:1][C:2]1[N:7]=[N:6][C:5]([N:8]2[CH2:9][CH2:10][N:11]([C:12]([O:13][C:14]([CH3:15])([CH3:17])[CH3:16])=[O:18])[C:28]2=[O:29])=[CH:4][CH:3]=1

Participants

7

Reactant 3

HCID 6371PhosgeneHCID 81531DiisopropylethylamineHCID 59277197HCID 59277197, compound

Product 1

HCID 59277172HCID 59277172, compound

Reagents, catalysts & solvents 3

HCID 1140TolueneSolventHCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

385 mg tert. butyl [2-(6-iodo-pyridazin-3-ylamino)-ethyl]-carbamate are dissolved in 10 ml dichloromethane, combined with 360 μl N,N-diisopropyl-N-ethyl-amine and 560 μl of a 20% solution of phosgene in toluene are added dropwise thereto. After stirring overnight the mixture is diluted with ethyl acetate and washed with semisaturated sodium chloride solution. After drying with magnesium sulphate the solvents are eliminated in vacuo and the residue is extracted from diethyl ether.

Workup

  1. additionare added dropwise
  2. washwashed with semisaturated sodium chloride solution
  3. dry with materialAfter drying with magnesium sulphate the solvents
  4. extractionthe residue is extracted from diethyl ether

Sources & evidence

ORD record
ord-dbaa1d4b91a545cf83b68987f67efd06
Source dataset
uspto-grants-2013_01
Patent number
US08357689B2

Reaction notes

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